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Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you 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 Specializ

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Hangzhou Huarong Pharm Co., Ltd.

We Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Trading Company

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TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

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Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology 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 chemicals. W

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

3-Quinolinol, 1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Manufacturers

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Antimex Chemical Limied

hight degree of purity Application:Fine chemical intermediates, used as the main raw material for he synthesis of various pesticides, medicines, surfactants, polymer monomers, Ond Ontifungal agents

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Hangzhou Fandachem Co.,Ltd

3-QuinolinolAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

3-Quinolinol

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Other

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Chemlyte Solutions

factory?direct?sale Application:Fine chemical intermediates, used as the main raw material for the synthesis of various pesticides, medicines, surfactants, polymer monomers, and antifungal agents

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

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Type:Other

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ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Trading Company

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Zhengzhou Kingorgchem Chemical Technology Co., Ltd.

Zhengzhou Kingorgchem Chemical Technology Co., Ltd. was founded on the basis of Organophosphorus Chemistry Lab of Institute of Chemistry Henan Academy of Sciences in 2015. The laboratory covers 600 m2 and the pilot plant covers 2000 m2. Kingorgchem i

National Research Platform ISO 9001 3418-45-9

Cas:3418-45-9

Min.Order:0

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GZ HONESTCHEM CO., LTD

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

3-Quinolinol, 1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai Run-Biotech Co., Ltd.

1.We have rich experience in the development and production 2.Our factory is in Shanghai of China,We have convenient traffic conditions.3.We have advanced testing equipment and shipping line. Package:5g, 10g, 50g, 100g, 1kg Application:Pharmaceutical

3-Quinolinol,1,2,3,4-tetrahydro-

Cas:3418-45-9

Min.Order:0

Negotiable

Type:Trading Company

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View More

Synthetic route

quinoline
91-22-5

quinoline

A

1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

B

1,2,3,4-tetrahydroquinolin-2-ol

1,2,3,4-tetrahydroquinolin-2-ol

Conditions
ConditionsYield
Stage #1: quinoline With borane-THF; boron trichloride In hexane at 0 - 65℃; for 4h; Inert atmosphere;
Stage #2: With sodium perborate; water at 20℃; for 2h; Reagent/catalyst; Inert atmosphere;		A 70%
B 21%
3-hydroxyquinoline
580-18-7

3-hydroxyquinoline

1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
With ethanol; sodium at 80℃; for 2h;48%
With ethanol; palladium at 55℃; Hydrogenation;
With potassium hydroxide; water elektrochemische Reduktion;
With sulfuric acid; water elektrochemische Reduktion;
With ethanol; sodium
quinoline
91-22-5

quinoline

1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
Stage #1: quinoline With monochloroborane dimethyl sulfide complex In tetrahydrofuran at 0 - 65℃; for 48h; Inert atmosphere;
Stage #2: With sodium perborate; water at 20℃; for 2h; Reagent/catalyst; Inert atmosphere;		45%
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate / chloroform-d1 / 24 h / 25 °C / Inert atmosphere
2: sodium perborate tetrahydrate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate / chloroform-d1 / 24 h / 85 °C / Inert atmosphere
2: sodium perborate tetrahydrate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
View Scheme
3-hydroxyquinoline
580-18-7

3-hydroxyquinoline

sulfuric acid
7664-93-9

sulfuric acid

water
7732-18-5

water

1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
bei der elektrochemischen Reduktion an Blei-Kathoden;
...Expand
3-hydroxyquinoline
580-18-7

3-hydroxyquinoline

water
7732-18-5

water

KOH-solution

KOH-solution

1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
bei der elektrochemischen Reduktion an Nickel-Kathoden;
...Expand
C21H17B2NO4

C21H17B2NO4

1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
With sodium perborate tetrahydrate In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere;
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-((tert-butyldimethylsilyl)oxy)-1,2,3,4-tetrahydroquinoline

3-((tert-butyldimethylsilyl)oxy)-1,2,3,4-tetrahydroquinoline

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 80℃; for 12h;38%
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-bromomethyl-3-trifluoromethylbenzene
402-23-3

1-bromomethyl-3-trifluoromethylbenzene

1-[[3-(trifluoromethyl)phenyl]methyl]-3,4-dihydro-2H-quinolin-3-ol

1-[[3-(trifluoromethyl)phenyl]methyl]-3,4-dihydro-2H-quinolin-3-ol

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 25℃; for 12h;18.4%
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(3-(3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

1-(3-(3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(3-(6-bromo-3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

1-(3-(6-bromo-3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(3-(3-((tert-butyldimethylsilyl)oxy)-6-(1-methyl-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

1-(3-(3-((tert-butyldimethylsilyl)oxy)-6-(1-methyl-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
4: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 12 h / 110 °C / Inert atmosphere
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

(S)-1-[3-[3-hydroxy-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinolin-1-yl]-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]ethanone

(S)-1-[3-[3-hydroxy-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinolin-1-yl]-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]ethanone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
4: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 12 h / 110 °C / Inert atmosphere
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

(S)-1-[3-[3-methoxy-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinolin-1-yl]-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]ethanone

(S)-1-[3-[3-methoxy-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinolin-1-yl]-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]ethanone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2.1: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3.1: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
4.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 12 h / 110 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere
6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
6.2: 16 h / 0 - 25 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(5-acetyl-1-((S)-tetrahydrofuran-3-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydroquinolin-3-yl methanesulfonate

1-(5-acetyl-1-((S)-tetrahydrofuran-3-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydroquinolin-3-yl methanesulfonate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
4: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 12 h / 110 °C / Inert atmosphere
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere
6: triethylamine / dichloromethane / 2 h / 0 - 25 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

A

(S)-1-(5-acetyl-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinoline-3-carbonitrile

(S)-1-(5-acetyl-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinoline-3-carbonitrile

B

(S)-2-[1-(5-acetyl-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-5-(1-methylpyrazol-4-yl)indolin-2-yl]acetonitrile

(S)-2-[1-(5-acetyl-1-tetrahydrofuran-3-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-3-yl)-5-(1-methylpyrazol-4-yl)indolin-2-yl]acetonitrile

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
4: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 12 h / 110 °C / Inert atmosphere
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere
6: triethylamine / dichloromethane / 2 h / 0 - 25 °C
7: dimethyl sulfoxide / 16 h / 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

6-bromo-1,2,3,4-tetrahydroquinolin-3-ol

6-bromo-1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 15h;
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

6-bromo-3-((tert-butyldimethylsilyl)oxy)-1,2,3,4-tetrahydroquinoline

6-bromo-3-((tert-butyldimethylsilyl)oxy)-1,2,3,4-tetrahydroquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

(6-bromo-3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)(3-chlorophenyl)methanone

(6-bromo-3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)(3-chlorophenyl)methanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

(6-bromo-3-hydroxy-3,4-dihydroquinolin-1(2H)-yl)(3-chlorophenyl)methanone

(6-bromo-3-hydroxy-3,4-dihydroquinolin-1(2H)-yl)(3-chlorophenyl)methanone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
4: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

(6-bromo-3-fluoro-3,4-dihydroquinolin-1(2H)-yl)(3-chlorophenyl)methanone

(6-bromo-3-fluoro-3,4-dihydroquinolin-1(2H)-yl)(3-chlorophenyl)methanone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
4: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 °C
5: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

tert-butyl 2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)acetate

tert-butyl 2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
4: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 °C
5: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C
6: tris-(dibenzylideneacetone)dipalladium(0); XPhos / tetrahydrofuran / 7 h / 65 °C / Microwave irradiation; Inert atmosphere
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

tert-butyl 2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)propanoate

tert-butyl 2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)propanoate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2.1: dichloromethane / 0.83 h / 0 - 20 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
4.1: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 °C
5.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C
6.1: tris-(dibenzylideneacetone)dipalladium(0); XPhos / tetrahydrofuran / 7 h / 65 °C / Microwave irradiation; Inert atmosphere
7.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C
7.2: 1.75 h / -78 - 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)propanoic acid

2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2.1: dichloromethane / 0.83 h / 0 - 20 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
4.1: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 °C
5.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C
6.1: tris-(dibenzylideneacetone)dipalladium(0); XPhos / tetrahydrofuran / 7 h / 65 °C / Microwave irradiation; Inert atmosphere
7.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C
7.2: 1.75 h / -78 - 20 °C
8.1: hydrogenchloride / dichloromethane / 5 h / 0 - 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

6-bromo-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinolin-3-ol

6-bromo-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: toluene-4-sulfonic acid / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

6-bromo-3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinoline

6-bromo-3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: toluene-4-sulfonic acid / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation
4: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 0 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinoline-6-carbonitrile

3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinoline-6-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: toluene-4-sulfonic acid / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation
4: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 0 °C
5: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 0.67 h / 140 °C / Inert atmosphere; Microwave irradiation
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinolin-6-yl)cyclopropanamine

1-(3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinolin-6-yl)cyclopropanamine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: toluene-4-sulfonic acid / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation
4: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 0 °C
5: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 0.67 h / 140 °C / Inert atmosphere; Microwave irradiation
6: titanium(IV) isopropylate / tetrahydrofuran / 5.67 h / 20 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

4-chloro-N-(1-(3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinolin-6-yl)cyclopropyl)benzamide 2,2,2-trifluoroacetate salt

4-chloro-N-(1-(3-fluoro-1-(2-methylpyrimidin-4-yl)-1,2,3,4-tetrahydroquinolin-6-yl)cyclopropyl)benzamide 2,2,2-trifluoroacetate salt

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2: dichloromethane / 0.83 h / 0 - 20 °C
3: toluene-4-sulfonic acid / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation
4: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 0 °C
5: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 0.67 h / 140 °C / Inert atmosphere; Microwave irradiation
6: titanium(IV) isopropylate / tetrahydrofuran / 5.67 h / 20 °C
7: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
View Scheme
1,2,3,4-tetrahydroquinolin-3-ol
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)-N-(4-chlorophenyl)propanamide

2-(1-(3-chlorobenzoyl)-3-fluoro-1,2,3,4-tetrahydroquinolin-6-yl)-N-(4-chlorophenyl)propanamide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 0 - 20 °C
2.1: dichloromethane / 0.83 h / 0 - 20 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 20 °C
4.1: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 °C
5.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C
6.1: tris-(dibenzylideneacetone)dipalladium(0); XPhos / tetrahydrofuran / 7 h / 65 °C / Microwave irradiation; Inert atmosphere
7.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C
7.2: 1.75 h / -78 - 20 °C
8.1: hydrogenchloride / dichloromethane / 5 h / 0 - 20 °C
9.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C
View Scheme

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