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Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Luhan Pharmachem Co., Ltd

Luhan Pharmachem Co., Ltd. owns strong elite professional quality sales force, has the customer base from the US, Europe, Japan, Southeast Asia, Korea, Hong Kong, Taiwan and other countries and regions, the company operates in accordance with the mod

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Wuhan Fortuna Chemical Co.,Ltd

Unique advantages for Tadalafil intermediate Cas 171489-59-1 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Off-white powder Storage:-20°C Freezer Package:1kg/foil bag;25kg/

High quality Tadalafil intermediate Cas 171489-59-1 with favorable price and fast delivery

Cas:171489-59-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea Port:shanghai

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

(1R,3R)-METHYL 1-(BENZO[D][1,3]DIOXOL-5-YL)-2-(2-CHLOROACETYL)-2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE

Cas:171489-59-1

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Hebei yanxi chemical co.,LTD.

Hebei Yanxi Chemical Co., Ltd. is a professional research, development and production of lead acetate benzene acetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low car

(1R,3R)-METHYL 1-(BENZO[D][1,3]DIOXOL-5-YL)-2-(2-CHLOROACETYL)-2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE

Cas:171489-59-1

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

Hubei DiBo chemical co., LTD

Name:(1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE CAS no:171489-59-1 Grade:Medical, scientific research, export Molecular formula:C22H19ClN2O5 Molecular weight:426.85 Produ

LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

(1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE

Cas:171489-59-1

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be

Tadanafil Intermediate cas 171489-59-1

Cas:171489-59-1

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 171489-59-1 with competitive price

Cas:171489-59-1

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by email in time prod

Henan Sinotech Import&Export Corporation

Name: (1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-B]indole-3-carboxylate CAS:171489-59-1 MF: C22H19ClN2O5 Appearance:yellow-like powder Storage:Store in cool and dry place, away from sun light. Packag

Hubei Langyou International Trading Co., Ltd

Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best service is

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Qingdao Beluga Import and Export Co., LTD

(1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE CAS: 171489-59-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and develo

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present,

(1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE

Cas:171489-59-1

Min.Order:1 Kilogram

FOB Price: $380.0 / 402.0

Type:Trading Company

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: (1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE Synonyms: (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylic a

Triumph International Development Limilted

Appearance:White or off white powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Pharmaceutical intermediates Transportation:Common products:Sea/Air/Courier D

(1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-B]indole-3-carboxylate

Cas:171489-59-1

Min.Order:100 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

(1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE

Cas:171489-59-1

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

Saiwante (shanghai) New Material Technology Co., Ltd.

ProName: High quality (6R.12aR)-methyl-1,2,3,4-... CasNo: 171489-59-1 Molecular Formula: C22H19ClN2O5 Appearance: white-off solid or colorless liquid ( ... Application: Fine Intermediate DeliveryTime: Industrial Grade PackAge: 25kgs/fiber dru

Synthetic route

chloroacetyl chloride
79-04-9

chloroacetyl chloride

(1R,3R)-1-benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester hydrochloride

(1R,3R)-1-benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester hydrochloride

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 5 - 20℃; for 1.66667h; Product distribution / selectivity;97%
Stage #1: (1R,3R)-1-benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester hydrochloride With triethylamine In tetrahydrofuran; water at 0 - 20℃;
Stage #2: chloroacetyl chloride In tetrahydrofuran; water at 0 - 10℃; for 2h;
95%
With triethylamine In tetrahydrofuran; water at 0 - 10℃; for 2h; Inert atmosphere;93%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

(1R,3R)-methyl 1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate
171596-41-1

(1R,3R)-methyl 1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Stage #1: (1R,3R)-methyl 1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate With triethylamine In dichloromethane at 20℃; for 0.166667h; Large scale;
Stage #2: chloroacetyl chloride In dichloromethane at 20℃; for 1h; Large scale;
95.2%
With potassium carbonate In dichloromethane; ethyl acetate at 5 - 20℃;94%
With sodium hydrogencarbonate In chloroform at 20℃;93%
piperonal
120-57-0

piperonal

chloroacetyl chloride
79-04-9

chloroacetyl chloride

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Stage #1: piperonal; (R)-(+)-tryptophan methyl ester hydrochloride at 85℃; for 3h;
Stage #2: chloroacetyl chloride With triethylamine In tetrahydrofuran; water at 0 - 10℃; for 1h; Product distribution / selectivity;
86%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

(R)-2-{[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-amino}-3-(1H-indol-3-yl)-propionic acid methyl ester

(R)-2-{[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-amino}-3-(1H-indol-3-yl)-propionic acid methyl ester

A

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

B

(1S,3R)-1-benzo[1,3]dioxol-5-yl-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
629652-40-0

(1S,3R)-1-benzo[1,3]dioxol-5-yl-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 2h; N-acyliminium Pictet-Spengler reaction;A 43%
B 34%
piperonal
120-57-0

piperonal

isooxyurea

isooxyurea

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 23 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C
2: 83 percent / triethylamine / CHCl3 / -10 °C
View Scheme
methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 23 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C
2: 83 percent / triethylamine / CHCl3 / -10 °C
View Scheme
Multi-step reaction with 2 steps
1: 25 percent / TFA / methanol; CH2Cl2 / 60 h / 20 °C
2: 91 percent / sodium bicarbonate / CH2Cl2 / 1 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 85 percent / aq.HCl / methanol / 36 h / Heating
2: 78 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
piperonal
120-57-0

piperonal

rhodaninoic acid

rhodaninoic acid

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 25 percent / TFA / methanol; CH2Cl2 / 60 h / 20 °C
2: 91 percent / sodium bicarbonate / CH2Cl2 / 1 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 85 percent / aq.HCl / methanol / 36 h / Heating
2: 78 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
Multi-step reaction with 2 steps
1: 95 percent / Et3N; MgSO4 / CH2Cl2 / 24 h
2: 43 percent / DMAP / CH2Cl2 / 2 h / 20 °C
View Scheme
piperonal
120-57-0

piperonal

glycocoll ester

glycocoll ester

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 42 percent / TFA / CH2Cl2 / 20 °C
2: 93 percent / NaHCO3 / CHCl3 / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: toluene / Heating
2: TFA
3: Et3N
View Scheme
D-Tryptophan methyl ester
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 42 percent / TFA / CH2Cl2 / 20 °C
2: 93 percent / NaHCO3 / CHCl3 / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C / Molecular sieve
2: triethylamine / chloroform / -10 °C
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / water; toluene / 15 h / Reflux; Large scale
2.1: triethylamine / dichloromethane / 0.17 h / 20 °C / Large scale
2.2: 1 h / 20 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: isopropyl alcohol / 10 h / 70 - 80 °C / Large scale
2: triethylamine / chloroform / 2 h / 20 - 30 °C
View Scheme
(R)-2-{[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-amino}-3-(1H-indol-3-yl)-propionic acid methyl ester
749864-17-3

(R)-2-{[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-amino}-3-(1H-indol-3-yl)-propionic acid methyl ester

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: TFA
2: Et3N
View Scheme
(1R,3R)-1-benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester hydrochloride

(1R,3R)-1-benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester hydrochloride

chloroacetyl chloride
79-04-9

chloroacetyl chloride

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Reflux;
piperonal
120-57-0

piperonal

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C / Molecular sieve
2: triethylamine / chloroform / -10 °C
View Scheme
Multi-step reaction with 2 steps
1: 0.25 h / 110 °C
2: triethylamine / water; tetrahydrofuran / 2 h / 0 - 10 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: 0.25 h / 110 °C
2: triethylamine / tetrahydrofuran; water / 2 h / 0 - 10 °C / Inert atmosphere
View Scheme
(3R)-1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahidro-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester
1039484-71-3

(3R)-1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahidro-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester

chloroacetyl chloride
79-04-9

chloroacetyl chloride

A

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

B

(1S,3R)-1-benzo[1,3]dioxol-5-yl-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
629652-40-0

(1S,3R)-1-benzo[1,3]dioxol-5-yl-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane
D-tryptophan
153-94-6

D-tryptophan

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / 4 h / 40 °C
2.1: carbonic acid dimethyl ester / 18 h / Reflux
3.1: triethylamine / 1 h / Ionic liquid
3.2: 0 °C / Ionic liquid
View Scheme
Multi-step reaction with 3 steps
1.1: thionyl chloride / 1.5 h / 0 - 68 °C
2.1: isopropyl alcohol / 66 - 70 °C
3.1: triethylamine / tetrahydrofuran / 0 °C
3.2: 1 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid / 2 h / Reflux; Large scale
2.1: hydrogenchloride / water; toluene / 15 h / Reflux; Large scale
3.1: triethylamine / dichloromethane / 0.17 h / 20 °C / Large scale
3.2: 1 h / 20 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride / 2 h / 10 - 45 °C / Large scale
2: isopropyl alcohol / 10 h / 70 - 80 °C / Large scale
3: triethylamine / chloroform / 2 h / 20 - 30 °C
View Scheme
(3R)-1-(3,4-methylenedioxyphenyl)-1,2,3,4-tetrahydro-pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride

(3R)-1-(3,4-methylenedioxyphenyl)-1,2,3,4-tetrahydro-pyrido[3,4-b]indole-3-carboxylic acid methyl ester hydrochloride

chloroacetyl chloride
79-04-9

chloroacetyl chloride

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
With sodium carbonate In water; acetonitrile at 5 - 10℃; Temperature; Solvent;13.4 g
piperonol
495-76-1

piperonol

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: manganese(IV) oxide / dichloromethane / 20 °C
2: isopropyl alcohol / Reflux
3: triethylamine / tetrahydrofuran / 3 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: manganese(IV) oxide / dichloromethane / 16 h / 20 °C
2: isopropyl alcohol / 24 h / Reflux
3: triethylamine / dichloromethane / -10 °C
View Scheme
Multi-step reaction with 3 steps
1.1: aluminum isopropoxide / toluene / 110 °C
1.2: 2 h / Heating / reflux
2.1: isopropyl alcohol / 66 - 70 °C
3.1: triethylamine / tetrahydrofuran / 0 °C
3.2: 1 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1: manganese(IV) oxide / dichloromethane / 20 °C
2: isopropyl alcohol / 80 - 100 °C
3: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
C14H13ClN2O4

C14H13ClN2O4

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / 20 °C
2.1: dichloromethane / 5 h / 30 °C
2.2: 6 h / 75 - 80 °C / 22502.3 Torr
3.1: sodium hydroxide / dichloromethane / 2 h / 0 - 5 °C
View Scheme
Multi-step reaction with 3 steps
1.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / 20 °C
2.1: ethyl acetate / 5 h / 30 °C
2.2: 6 h / 75 - 80 °C / 22502.3 Torr / Inert atmosphere
3.1: sodium hydroxide / dichloromethane / 2 h / 0 - 5 °C
View Scheme
C13H12N2O3

C13H12N2O3

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ethyl acetate / 5 h / 30 °C
1.2: 6 h / 75 - 80 °C / 22502.3 Torr / Inert atmosphere
2.1: sodium hydroxide / dichloromethane / 2 h / 0 - 5 °C
View Scheme
methylamine
74-89-5

methylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione
171596-29-5

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 20℃;95%
In N,N-dimethyl-formamide at 20℃; for 10h;95%
In methanol for 3h; Reflux; Large scale;95.3%
methylamine
74-89-5

methylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aS)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione
171596-27-3

(6R,12aS)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
In ethanol; water at 40℃; for 4h;95%
methylamine
74-89-5

methylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R, 12aR)-2, 3, 6, 7, 12, 12a-hexahydro-2-methyl-6-(3, 4-methylenedioxyphenyl)-pyrazino-[2',1':6,1] pyrido [3,4-b]indole-1,4-dione

(6R, 12aR)-2, 3, 6, 7, 12, 12a-hexahydro-2-methyl-6-(3, 4-methylenedioxyphenyl)-pyrazino-[2',1':6,1] pyrido [3,4-b]indole-1,4-dione

Conditions
ConditionsYield
Stage #1: methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate In tetrahydrofuran at 30 - 55℃; for 1h;
Stage #2: methylamine In tetrahydrofuran at 5 - 55℃; for 1h;
94.6%
methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione
171596-29-5

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With methylamine In dichloromethane for 2h;93.5%
With methylamine In water for 20h; Ionic liquid;355 mg
benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(1R,3R)-methyl-1,2,3,4-tetrahydro-2-(2-(benzyl(methyl)amino)acetyl)-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate
1224724-00-8

(1R,3R)-methyl-1,2,3,4-tetrahydro-2-(2-(benzyl(methyl)amino)acetyl)-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate

Conditions
ConditionsYield
With potassium carbonate In ISOPROPYLAMIDE at 20℃; for 2h; Product distribution / selectivity;90%
4-(2-aminoethyl)benzenesulfonamide
35303-76-5

4-(2-aminoethyl)benzenesulfonamide

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

4-[2-((6R,12aR)-6-benzo[1,3]dioxol-5-yl-1,4-dioxo-3,4,6,7,12,12a-hexahydro-1H-pyrazino-[1',2':1,6]pyrido[3,4-b]indol-2-yl)ethyl]-benzenesulfonamide

4-[2-((6R,12aR)-6-benzo[1,3]dioxol-5-yl-1,4-dioxo-3,4,6,7,12,12a-hexahydro-1H-pyrazino-[1',2':1,6]pyrido[3,4-b]indol-2-yl)ethyl]-benzenesulfonamide

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 45℃; for 22h;89.5%
methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-2-amino-6-(benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-2-amino-6-(benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With hydrazine In tetrahydrofuran; methanol; water at 20℃; for 108h;82%
methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

6-(benzo[d][1,3]dioxol-5-yl)-2-(piperidin-4-ylmethyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

6-(benzo[d][1,3]dioxol-5-yl)-2-(piperidin-4-ylmethyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With tert-butyl 4-(aminomethyl)piperidine-1-carboxylate In methanol at 80℃;79%
methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
171596-36-4

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With ammonia In methanol at 45℃; for 20h;70%
With ammonia In methanol at 40℃; for 72h;68%
With ammonia In methanol Reflux;60%
With ammonia Heating;31%
methylamine
74-89-5

methylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

C22H21N3O5

C22H21N3O5

Conditions
ConditionsYield
In water; acetonitrile at 90℃; for 2h; Temperature; Solvent;69.88%
isopropylamine
75-31-0

isopropylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo(d)[1,3]dioxol-5-yl)-2-isopropyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo(d)[1,3]dioxol-5-yl)-2-isopropyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
In methanol Heating;69%
4-(2-aminoethyl)-1-(phenylmethyl)piperidine
86945-25-7

4-(2-aminoethyl)-1-(phenylmethyl)piperidine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-benzylpiperidin-4-yl)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-benzylpiperidin-4-yl)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;67%
With triethylamine In methanol for 18h; Reflux;67%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

methyl-(1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-9-((R)-2-ethoxy-1-hydroxy-2-oxoethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

methyl-(1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-9-((R)-2-ethoxy-1-hydroxy-2-oxoethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

Conditions
ConditionsYield
With C53H43O4PSi2 In diethyl ether; toluene at 0℃; for 48h; enantioselective reaction;67%
hydroxylamine hydrochloride
5470-11-1

hydroxylamine hydrochloride

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-hydroxy-6-(3,4-methylendioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-hydroxy-6-(3,4-methylendioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
N-ethyl-N,N-diisopropylamine In tetrahydrofuran; water at 45℃; for 24h;66%
4-amino-1-benzylpiperidine
50541-93-0

4-amino-1-benzylpiperidine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(1-benzylpiperidin-4-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(1-benzylpiperidin-4-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;65%
In ethanol Reflux;59%
In ethanol at 50℃;
4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12AR)-6-benzo[1,3]dioxol-5-yl-2-(2-morpholin-4-ylethyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12AR)-6-benzo[1,3]dioxol-5-yl-2-(2-morpholin-4-ylethyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;62%
In ethanol Reflux;39%
In ethanol at 50℃;
tyrosamine
51-67-2

tyrosamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-benzo[1,3]dioxol-5-yl-2-[2-(4-hydroxyphenyl)ethyl]-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido-[3,4-b]indole-1,4-dione
1295647-19-6

(6R,12aR)-6-benzo[1,3]dioxol-5-yl-2-[2-(4-hydroxyphenyl)ethyl]-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido-[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
In ethanol Reflux;62%
methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(1-benzylpyrrolidin-3-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(1-benzylpyrrolidin-3-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;59%
4-aminomethyl-1-benzylpiperidine
88915-26-8

4-aminomethyl-1-benzylpiperidine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-((1-benzylpiperidin-4-yl)methyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-((1-benzylpiperidin-4-yl)methyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;58%
N-butylamine
109-73-9

N-butylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-butyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-butyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
In methanol Heating;57%
In ethanol Reflux;44%
4-morpholinobenzylamine hydrochloride
1106986-47-3

4-morpholinobenzylamine hydrochloride

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-benzo[1,3]dioxol-5-yl-2-(4-morpholin-4-ylbenzyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido-[3,4-b]indole-1,4-dione
1295647-20-9

(6R,12aR)-6-benzo[1,3]dioxol-5-yl-2-(4-morpholin-4-ylbenzyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido-[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Microwave irradiation;57%
(R)-1-benzyl-3-aminopyrrolidine
114715-39-8

(R)-1-benzyl-3-aminopyrrolidine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-((R)-1-benzylpyrrolidin-3-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione
574730-01-1

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-((R)-1-benzylpyrrolidin-3-yl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;56%
Reflux;48%
Stage #1: (R)-1-benzyl-3-aminopyrrolidine; methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate for 12 - 24h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate
48%
In ethanol at 50℃;
2-(4-methylpiperazin-1-yl)ethylamine
934-98-5

2-(4-methylpiperazin-1-yl)ethylamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12AR)-6-benzo[1,3]dioxol-5-yl-2-[2-(4-methylpiperazin-1-yl)ethyl]-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12AR)-6-benzo[1,3]dioxol-5-yl-2-[2-(4-methylpiperazin-1-yl)ethyl]-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;56%
hydrazine hydrate
7803-57-8

hydrazine hydrate

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-2-amino-6-(benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-2-amino-6-(benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
In ethanol Microwave irradiation;56%
1-(2-aminoethyl)-4-benzylpiperidine
25842-32-4

1-(2-aminoethyl)-4-benzylpiperidine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(4-benzylpiperidin-1-yl)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(4-benzylpiperidin-1-yl)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;56%
5-((7-methoxynaphthalen-1-yl)methyl)-1H-tetrazole
1425498-90-3

5-((7-methoxynaphthalen-1-yl)methyl)-1H-tetrazole

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

1-benzo[1,3]dioxol-5-yl-2-{2-[5-(7-methoxy-naphthalen-1-ylmethyl)-tetrazol-2-yl]acetyl}-2,3,4,9-tetrahydro-1H-[b]-carboline-3-carboxylic acid methyl ester

1-benzo[1,3]dioxol-5-yl-2-{2-[5-(7-methoxy-naphthalen-1-ylmethyl)-tetrazol-2-yl]acetyl}-2,3,4,9-tetrahydro-1H-[b]-carboline-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50 - 55℃;55%
N-methyl-N-phenylethylenediamine
1664-39-7

N-methyl-N-phenylethylenediamine

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate
171489-59-1

methyl (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indol-3-carboxylate

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(methyl(phenyl)amino)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido-[3,4-b]indole-1,4-dione

(6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(methyl(phenyl)amino)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido-[3,4-b]indole-1,4-dione

Conditions
ConditionsYield
With triethylamine In methanol Reflux;55%

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