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Hangzhou Dingyan Chem Co., Ltd

Analysis tests Standard Results Appearance White or off-white crystalline powder Conforms Identification

High purity Imiquimod 98% CAS:99011-02-6

Cas:99011-02-6

Min.Order:10 Gram

FOB Price: $1.5 / 3.0

Type:Manufacturers

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Hangzhou Think Chemical Co. Ltd

Imiquimod[CAS:99011-02-6] Name Imiquimod Synonyms 4-Amino- 1-isobutyl-1H-imidazo[4,5-c]quinoline; 1-(2-Methylpropyl)-1H-imidazo[4,5-C]quinolin-4-amine

High purity Imiquimod

Cas:99011-02-6

Min.Order:10 Gram

Negotiable

Type:Other

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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

Imiquimod

Cas:99011-02-6

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

High purity Imiquimod with best price

Cas:99011-02-6

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

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Wuhan Fortuna Chemical Co.,Ltd

Unique advantages of Imiquimod CAS 99011-02-6 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White crystalline powder Storage:Normal temperature preservation Package:1kg/foi

Top quality Imiquimod CAS 99011-02-6 with factory price

Cas:99011-02-6

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Jinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu

Imiquimod 99011-02-6 API

Cas:99011-02-6

Min.Order:1 Gram

Negotiable

Type:Manufacturers

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Xi'an Quanao Biotech Co., Ltd.

Xi’an Quanao Biotech Co., Ltd. with 18 years experience in plant extract filed. Product grade: Medicine, Health care product, Cosmetics, Food, Beverage, Feed. Hot selling market: Europe, North America, South America, Middle East, Asia Pacifi

High Purity 99% Imiquimod powder CAS:99011-02-6

Cas:99011-02-6

Min.Order:1 Kilogram

FOB Price: $2599.0 / 2699.0

Type:Manufacturers

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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

Factory Supply Imiquimod

Cas:99011-02-6

Min.Order:1

Negotiable

Type:Other

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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

High Quality 99% Imiquimod 99011-02-6 ISO Producer

Cas:99011-02-6

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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

Imiquimod

Cas:99011-02-6

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

Imiquimod Basic information Product Name: Imiquimod Synonyms: R-837;S-26308;1-(2-METHYLPROPYL)-1H-IMIDAZO[4,5-C]QUINOLIN-4-AMINE;4-amino- 1-isobutyl-1h-imidazo[4,5-c]quinoline;ALDARA;IMI

Imiquimod_

Cas:99011-02-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

Imiquimod

Cas:99011-02-6

Min.Order:1 Gram

FOB Price: $1000.0 / 1300.0

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

New production CAS 99011-02-6 with best quality

Cas:99011-02-6

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

Hot Sell Factory Supply Raw Material CAS 99011-02-6 Imiquimod

Cas:99011-02-6

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

Product Name: Imiquimod CAS NO.:99011-02-6 Appearance:yellowish crystalline powder Molecular Formula:C14H16N4 Molecular Weight:240.31 Assay:99% Appearance:White powder Storage:Store in cool and dry place, away from sun light. Package:25kg

Imiquimod CAS: 99011-02-6

Cas:99011-02-6

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

inquiry

Hangzhou Sartort Biopharma Co., Ltd

Appearance:White powder Storage:Keep in dark place,Inert atmosphere,Store in freezer, under -20°C Package:25kg/drum Application:It can be used for anti-genital warts and as immunomodulators Transportation:Express/Sea/Air Port:any port in china

Imiquimod factory price

Cas:99011-02-6

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Shanghai Upbio Tech Co.,Ltd

1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem (China) Co.,Ltd is Sp

High quality Imiquimod

Cas:99011-02-6

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Hangzhou Ocean Chemical Co., Ltd.

★.Best quality according to requirement ★.Competitive price in China market ★.Mature Technical support ★.Professional logistic support ★.Shortest delivery time . Appearance:Refer to COA Storage:Store in dry, cool and ventilated place Package:Acc

Aldara

Cas:99011-02-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

Imiquimod

Cas:99011-02-6

Min.Order:10 Gram

FOB Price: $1.0 / 1.5

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Imiquimod CAS:99011-02-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates,

Imiquimod CAS:99011-02-6

Cas:99011-02-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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 emai

Imiquimod

Cas:99011-02-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Mojin Biotechnology Co.,Ltd

Hebei Mojin Biotechnology Co., Ltd, Our company is a professional chemical raw materials and chemical reagents research and development production enterprises. We have several production line,So we can control the lowest price. We also have several

imiquimod cas:99011-02-6

Cas:99011-02-6

Min.Order:25 Gram

FOB Price: $90.0 / 100.0

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

Imiquimod

Cas:99011-02-6

Min.Order:0

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

Imiquimod

Cas:99011-02-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Imiquimod 99011-02-6

Cas:99011-02-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Imiquimod

Cas:99011-02-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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

High quality Imiquimod

Cas:99011-02-6

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

Factory supply Imiquimod

Cas:99011-02-6

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality Appearance:White to off white crystalline powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your request. Application:An immune response modifier. It

Imiquimod

Cas:99011-02-6

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Synthetic route

4-Hydrazino-1-(2-methylpropyl)-1H-imidazo [4,5-c]quinoline
201030-96-8

4-Hydrazino-1-(2-methylpropyl)-1H-imidazo [4,5-c]quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With hydrogenchloride; sodium formate; palladium 10% on activated carbon In water for 84h; Product distribution / selectivity; Heating / reflux;98%
Stage #1: 4-Hydrazino-1-(2-methylpropyl)-1H-imidazo [4,5-c]quinoline With hydrogenchloride; sodium formate; palladium 10% on activated carbon In water for 84h; Heating / reflux;
Stage #2: With hydrogenchloride In water at 20℃;
Stage #3: With ammonia In water at 20℃; Product distribution / selectivity;
98%
4-chloro-1H-imidazo[4,5-c]-quinoline
132206-92-9

4-chloro-1H-imidazo[4,5-c]-quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Stage #1: formamide With potassium tert-butylate In dimethyl sulfoxide for 0.5h;
Stage #2: 4-chloro-1H-imidazo[4,5-c]-quinoline In dimethyl sulfoxide at 105℃; for 2h;
Stage #3: With hydrogenchloride In water; dimethyl sulfoxide pH=8; Product distribution / selectivity;
98%
N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)-phthalimide

N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)-phthalimide

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With ethylenediamine In water at 70 - 95℃; for 4h;91.8%
Stage #1: N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)-phthalimide With hydrazine In water at 70℃;
Stage #2: With 2,4,4-trimethylpentan-1-ol In water at 94 - 95℃; for 5h;
Stage #3: In methanol; water at 60℃; for 0.25h; Heating / reflux;
63.3%
4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline fumarate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline fumarate

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With ammonia; water In methanol Product distribution / selectivity;90%
5-(2-aminophenyl)-1-(2-methylpropyl)-1H-imidazole-4-carbonitrile
960254-02-8

5-(2-aminophenyl)-1-(2-methylpropyl)-1H-imidazole-4-carbonitrile

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With sodium amide In toluene at 20 - 100℃; for 2h;90%
4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Stage #1: 4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate In methanol; water at 75℃; for 0.5h;
Stage #2: With ammonia In water
89.7%
With ammonia; water In methanol Product distribution / selectivity;89.7%
4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline oxalate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline oxalate

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With ammonia; water In methanol Product distribution / selectivity;88%
4-iodo-1-isobutyl-1H-imidazo-[4,5-c]-quinoline
896106-15-3

4-iodo-1-isobutyl-1H-imidazo-[4,5-c]-quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With ammonia In methanol at 150 - 155℃; Autoclave (ca. 20 kg pressure);86%
With ammonia In methanol at 150 - 155℃; under 14711.4 Torr; Product distribution / selectivity; Autoclave;86%
4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline
99010-64-7

4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With ammonia In dimethyl sulfoxide at 20 - 150℃; under 1875.19 - 3750.38 Torr; for 6 - 12h; Product distribution / selectivity;85.7%
With ammonia at 150℃; for 7h;82%
With ammonia; formamide at 145℃; for 20 - 25h; Product distribution / selectivity;78%
imiquimod hydrochloride

imiquimod hydrochloride

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Stage #1: imiquimod hydrochloride With sodium hydrogensulfide; pyrographite In water at 85 - 90℃; for 0.333333h;
Stage #2: With ammonium hydroxide In water at 20 - 80℃; Purification / work up;
80.5%
With sodium hydroxide In water at 20℃; for 0.5h; Product distribution / selectivity;
1-Isobutyl-2-methylsulfanyl-1H-imidazo[4,5-c]quinolin-4-ylamine
177212-77-0

1-Isobutyl-2-methylsulfanyl-1H-imidazo[4,5-c]quinolin-4-ylamine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 0.5h; Heating;80%
1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 5N-oxide
99010-63-6

1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 5N-oxide

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With ammonia; chloroformic acid ethyl ester In dichloromethane; water at 0 - 20℃; for 1h; Cooling with methanol-ice bath;76%
With ammonium hydroxide; p-toluenesulfonyl chloride In dichloromethane at 20℃; for 0.25h;71%
Multi-step reaction with 2 steps
1: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
2: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
1: CH2Cl2 / 0.25 h / Heating
2: NaOMe / methanol / 2 h / Heating
View Scheme
4-bromo-1H-imidazo[4,5-c]quinoline

4-bromo-1H-imidazo[4,5-c]quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Stage #1: formamide With potassium tert-butylate In ISOPROPYLAMIDE for 0.5h;
Stage #2: 4-bromo-1H-imidazo[4,5-c]quinoline In ISOPROPYLAMIDE at 140℃; for 2h; Product distribution / selectivity;
75.4%
N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)-O-methyl-hydroxylamine

N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)-O-methyl-hydroxylamine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With hydrogenchloride; zinc In ethanol; water at 20℃; for 1h; Product distribution / selectivity;70%
Stage #1: N-(1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)-O-methyl-hydroxylamine With hydrogenchloride; zinc In ethanol; water at 20℃; for 1h;
Stage #2: With sodium hydroxide In ethanol; water for 0.5h; Product distribution / selectivity;
70%
1-isobutyl-1H-imidazo[4,5-c]quinolin-4-guanidine
1040136-68-2

1-isobutyl-1H-imidazo[4,5-c]quinolin-4-guanidine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Stage #1: 1-isobutyl-1H-imidazo[4,5-c]quinolin-4-guanidine With sulfuric acid; water In dimethyl sulfoxide at 140℃; for 20h;
Stage #2: With sodium hydroxide; water In dimethyl sulfoxide at 20 - 60℃; for 2h; pH=10 - 11; Product distribution / selectivity;
70%
Stage #1: 1-isobutyl-1H-imidazo[4,5-c]quinolin-4-guanidine In dimethyl sulfoxide at 140 - 150℃; for 9h;
Stage #2: With sodium hydroxide; water In dimethyl sulfoxide at 20 - 60℃; for 2h; pH=10 - 11; Product distribution / selectivity;
4-chloro-1H-imidazo[4,5-c]-quinoline
132206-92-9

4-chloro-1H-imidazo[4,5-c]-quinoline

A

1-isobutyl-1H-imidazo[4,5-c]quinoline-4-formamide

1-isobutyl-1H-imidazo[4,5-c]quinoline-4-formamide

B

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Stage #1: formamide With potassium tert-butylate In ISOPROPYLAMIDE for 0.5h;
Stage #2: 4-chloro-1H-imidazo[4,5-c]-quinoline In ISOPROPYLAMIDE at 120℃; for 1h; Product distribution / selectivity;
A 54%
B 39%
N-benzoyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine
144660-62-8

N-benzoyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
With sodium methylate In methanol for 2h; Heating;
1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline
99010-24-9

1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: peracetic acid / ethanol / 2.5 h / 60 °C
2: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
3: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
1: peracetic acid / ethanol / 2.5 h / 60 °C
2: 71 percent / aq. NH3; tosyl chloride / CH2Cl2 / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: peracetic acid / ethanol / 2.5 h / 60 °C
2: CH2Cl2 / 0.25 h / Heating
3: NaOMe / methanol / 2 h / Heating
View Scheme
3-Amino-4-(2-methylpropylamino)-quinoline
99010-09-0

3-Amino-4-(2-methylpropylamino)-quinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1 h / Heating
2: peracetic acid / ethanol / 2.5 h / 60 °C
3: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
4: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 3 steps
1: 1 h / Heating
2: peracetic acid / ethanol / 2.5 h / 60 °C
3: 71 percent / aq. NH3; tosyl chloride / CH2Cl2 / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: 1 h / Heating
2: peracetic acid / ethanol / 2.5 h / 60 °C
3: CH2Cl2 / 0.25 h / Heating
4: NaOMe / methanol / 2 h / Heating
View Scheme
N-(2-methylpropyl)-3-nitro-4-quinolinamine
99009-85-5

N-(2-methylpropyl)-3-nitro-4-quinolinamine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
2: 1 h / Heating
3: peracetic acid / ethanol / 2.5 h / 60 °C
4: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
5: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 4 steps
1: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
2: 1 h / Heating
3: peracetic acid / ethanol / 2.5 h / 60 °C
4: 71 percent / aq. NH3; tosyl chloride / CH2Cl2 / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
2: 1 h / Heating
3: peracetic acid / ethanol / 2.5 h / 60 °C
4: CH2Cl2 / 0.25 h / Heating
5: NaOMe / methanol / 2 h / Heating
View Scheme
2-chloro-N4-(2-methylpropyl)quinoline-3,4-diamine
133860-76-1

2-chloro-N4-(2-methylpropyl)quinoline-3,4-diamine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 61 percent / toluene / 1.5 h / Heating
2: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
2-chloro-N4-(2-methylpropyl)-3-nitroquinoline-4-amine
133860-75-0

2-chloro-N4-(2-methylpropyl)-3-nitroquinoline-4-amine

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2; MgSO4 / Pt/C / ethyl acetate / 2585.74 Torr
2: 61 percent / toluene / 1.5 h / Heating
3: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
quinolin-4-ol
611-36-9

quinolin-4-ol

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 81 percent / aq. HNO3 / propionic acid / 0.25 h / 125 °C
2: SOCl2; DMF / CH2Cl2 / 3 h / Heating
3: Et3N / CH2Cl2 / 0.25 h / Heating
4: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
5: 1 h / Heating
6: peracetic acid / ethanol / 2.5 h / 60 °C
7: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
8: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 7 steps
1: 81 percent / aq. HNO3 / propionic acid / 0.25 h / 125 °C
2: SOCl2; DMF / CH2Cl2 / 3 h / Heating
3: Et3N / CH2Cl2 / 0.25 h / Heating
4: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
5: 1 h / Heating
6: peracetic acid / ethanol / 2.5 h / 60 °C
7: 71 percent / aq. NH3; tosyl chloride / CH2Cl2 / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 8 steps
1: 81 percent / aq. HNO3 / propionic acid / 0.25 h / 125 °C
2: SOCl2; DMF / CH2Cl2 / 3 h / Heating
3: Et3N / CH2Cl2 / 0.25 h / Heating
4: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
5: 1 h / Heating
6: peracetic acid / ethanol / 2.5 h / 60 °C
7: CH2Cl2 / 0.25 h / Heating
8: NaOMe / methanol / 2 h / Heating
View Scheme
4-hydroxy-3-nitro-1,2-dihydroquinolin-2-one
15151-57-2

4-hydroxy-3-nitro-1,2-dihydroquinolin-2-one

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: POCl3; Et3N / toluene / 4 h / 80 - 90 °C
2: 17.8 g / Et3N / CH2Cl2 / 0.5 h / Heating
3: H2; MgSO4 / Pt/C / ethyl acetate / 2585.74 Torr
4: 61 percent / toluene / 1.5 h / Heating
5: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
3-nitro-quinolin-4-ol
50332-66-6

3-nitro-quinolin-4-ol

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: SOCl2; DMF / CH2Cl2 / 3 h / Heating
2: Et3N / CH2Cl2 / 0.25 h / Heating
3: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
4: 1 h / Heating
5: peracetic acid / ethanol / 2.5 h / 60 °C
6: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
7: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 6 steps
1: SOCl2; DMF / CH2Cl2 / 3 h / Heating
2: Et3N / CH2Cl2 / 0.25 h / Heating
3: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
4: 1 h / Heating
5: peracetic acid / ethanol / 2.5 h / 60 °C
6: 71 percent / aq. NH3; tosyl chloride / CH2Cl2 / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1: SOCl2; DMF / CH2Cl2 / 3 h / Heating
2: Et3N / CH2Cl2 / 0.25 h / Heating
3: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
4: 1 h / Heating
5: peracetic acid / ethanol / 2.5 h / 60 °C
6: CH2Cl2 / 0.25 h / Heating
7: NaOMe / methanol / 2 h / Heating
View Scheme
4-chloro-3-nitroquinoline
39061-97-7

4-chloro-3-nitroquinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: Et3N / CH2Cl2 / 0.25 h / Heating
2: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
3: 1 h / Heating
4: peracetic acid / ethanol / 2.5 h / 60 °C
5: 49 percent / POCl3 / CH2Cl2 / 0.25 h / Heating
6: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
Multi-step reaction with 5 steps
1: Et3N / CH2Cl2 / 0.25 h / Heating
2: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
3: 1 h / Heating
4: peracetic acid / ethanol / 2.5 h / 60 °C
5: 71 percent / aq. NH3; tosyl chloride / CH2Cl2 / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1: Et3N / CH2Cl2 / 0.25 h / Heating
2: H2; MgSO4 / Pt/C / ethyl acetate / 2740.88 Torr
3: 1 h / Heating
4: peracetic acid / ethanol / 2.5 h / 60 °C
5: CH2Cl2 / 0.25 h / Heating
6: NaOMe / methanol / 2 h / Heating
View Scheme
2,4-dichloro-3-nitroquinoline
132521-66-5

2,4-dichloro-3-nitroquinoline

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 17.8 g / Et3N / CH2Cl2 / 0.5 h / Heating
2: H2; MgSO4 / Pt/C / ethyl acetate / 2585.74 Torr
3: 61 percent / toluene / 1.5 h / Heating
4: 82 percent / methanolic NH3 / 7 h / 150 °C
View Scheme
2-bromobenzoic acid methyl ester
610-94-6

2-bromobenzoic acid methyl ester

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: PdCl2(PPh3)2, K2CO3, Et4N(1+)Cl(1-) / dimethylformamide / 2 h / 110 °C
2: 10percent aq. NaOH / dioxane / 12 h / Heating
3: Et3N, DPPA / benzene / 1 h / 50 °C
4: 1,2-dichloro-benzene / 1 h / Heating
5: 88 percent / POCl3 / 1 h / Heating
6: 93 percent / 28percent NH4OH / methanol / 48 h / 150 °C
7: 80 percent / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 0.5 h / Heating
View Scheme
1-isobuty-1H-limidazole
16245-89-9

1-isobuty-1H-limidazole

imiqimod
99011-02-6

imiqimod

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, RT, 12 h
2: 83 percent / NBS / CCl4 / 1 h / Ambient temperature
3: 98 percent / Pd(PPh3)4, aq. Na2CO3 / toluene; ethanol / 4 h / 110 °C
4: 98 percent / NBS / CCl4 / 1 h
5: 1.) n-BuLi / 1.) Et2O, hexane, -78 deg C, 1 h, 2.) Et2O, hexane, RT, 12 h
6: 46 percent / Et3N, PPh3, CCl4 / acetonitrile / 1.) RT, 1 h, 2.) reflux, 3 h
7: 62 percent / 1,2-dichloro-benzene / 8 h / Heating
8: 41 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 4 h / Heating
9: 93 percent / 28percent NH4OH / methanol / 48 h / 150 °C
10: 80 percent / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 0.5 h / Heating
View Scheme
maleic acid
110-16-7

maleic acid

imiqimod
99011-02-6

imiqimod

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate

Conditions
ConditionsYield
In methanol; water at 74℃; Heating / reflux;91%
imiqimod
99011-02-6

imiqimod

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline maleate

Conditions
ConditionsYield
With maleic acid In methanol; water at 74℃; for 0.5h;91%
oxalic acid
144-62-7

oxalic acid

imiqimod
99011-02-6

imiqimod

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline oxalate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline oxalate

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 160℃; for 0.5h;90%
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

imiqimod
99011-02-6

imiqimod

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline fumarate

4-amino-1-isobutyl-1H-imidazo-[4,5-c]-quinoline fumarate

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 160℃; for 0.5h;89%
N-t-butyloxycarbonyl-N-methylglycine anhydride
70533-97-0

N-t-butyloxycarbonyl-N-methylglycine anhydride

imiqimod
99011-02-6

imiqimod

tert-butoxycarbonyl-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-sarcosine

tert-butoxycarbonyl-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-sarcosine

Conditions
ConditionsYield
With triethylamine for 8h; Reflux;87.5%
With triethylamine In ethyl acetate for 2h; Reflux;87.5%
imiqimod
99011-02-6

imiqimod

C14H14(2)H2N4

C14H14(2)H2N4

Conditions
ConditionsYield
With deuterium In N,N-dimethyl acetamide under 1500.15 Torr; for 24h; Glovebox; Heating;80%
imiqimod
99011-02-6

imiqimod

benzyl alcohol
100-51-6

benzyl alcohol

N-benzyl-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine
415726-68-0

N-benzyl-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

Conditions
ConditionsYield
With palladium diacetate; sodium 3-(diphenylphosphanyl)benzenesulfonate In water at 140℃; for 18h; Sealed tube;72%
5-bromo-2,3-dihydrobenzo[b]furan
66826-78-6

5-bromo-2,3-dihydrobenzo[b]furan

imiqimod
99011-02-6

imiqimod

C22H22N4O

C22H22N4O

Conditions
ConditionsYield
With copper(l) iodide; N,N'-dibenzylethanediamide; potassium tert-butylate In tert-butyl alcohol at 100℃; for 24h; Molecular sieve; Schlenk technique; Inert atmosphere;43%
(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-nitro-4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
1188307-60-9

(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-nitro-4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

imiqimod
99011-02-6

imiqimod

C36H39N5O14

C36H39N5O14

Conditions
ConditionsYield
Stage #1: imiqimod With N-ethyl-N,N-diisopropylamine In ethyl acetate for 0.333333h; Microwave irradiation;
Stage #2: (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-nitro-4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate In ethyl acetate at 87℃; for 0.75h; Microwave irradiation;
40%
Stage #1: imiqimod With N-ethyl-N,N-diisopropylamine In ethyl acetate Microwave irradiation;
Stage #2: (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-nitro-4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate In ethyl acetate at 87℃; for 0.75h; Microwave irradiation;
40%
imiqimod
99011-02-6

imiqimod

ethane-1,2-diyl bis(4-nitrophenyl carbonate)

ethane-1,2-diyl bis(4-nitrophenyl carbonate)

2-(4-nitrophenyl carbonate)ethyl (1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)carbamate

2-(4-nitrophenyl carbonate)ethyl (1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)carbamate

Conditions
ConditionsYield
In tetrahydrofuran at 90℃; under 750.075 Torr; for 0.833333h; Microwave irradiation; Sealed tube;39%
2-(2-nitrophenyl)propyl chloroformate
179691-31-7

2-(2-nitrophenyl)propyl chloroformate

imiqimod
99011-02-6

imiqimod

C24H25N5O4

C24H25N5O4

Conditions
ConditionsYield
In 1,4-dioxane at 10 - 50℃; for 6h;38%
C42H76N2O15

C42H76N2O15

imiqimod
99011-02-6

imiqimod

C56H90N6O14

C56H90N6O14

Conditions
ConditionsYield
With HATU In dichloromethane at 20℃;35%
imiqimod
99011-02-6

imiqimod

8-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine
723281-26-3

8-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; for 18h;26%
Stage #1: imiqimod With bromine In acetic acid for 24h;
Stage #2: With sodium carbonate In water for 18h;
With N-Bromosuccinimide In chloroform at 20 - 50℃; for 1.83333h; Heating / reflux;
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