3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide

Base Information

Chemical Name:3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide
CAS No.:1309364-59-7
Molecular Formula:C₂₄H₂₄N₄OS
Molecular Weight:416.547
Hs Code.:

Synonyms:

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Chemical Property of 3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide

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Technology Process of 3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide

There total 9 articles about 3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1308870-06-5
2-(tert-butylamino)-6-bromoquinoline-3-carbaldehyde

: 1309364-59-7
3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 10 h / 20 °C / Inert atmosphere

2: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); water; potassium acetate / ethanol / 2 h / 80 °C / Inert atmosphere

3: palladium on activated charcoal; hydrogen / methanol / Inert atmosphere

4: methanol; sodium hydroxide / 2 h / Reflux; Inert atmosphere

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

6: trifluoroacetic acid / 2 h / Reflux; Inert atmosphere

With methanol; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); palladium on activated charcoal; water; hydrogen; potassium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium chloride; sodium hydroxide; In methanol; ethanol; dichloromethane; acetonitrile; 1: Wittig reaction;
DOI:10.1021/jm200544q

Reference yield:

: 1309366-05-9
3-(2-(tert-butylamino)-6-o-tolylquinolin-3-yl)-2-methylpropanoic acid

: 1309364-59-7
3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: trifluoroacetic acid / 2 h / Reflux; Inert atmosphere

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm200544q

Reference yield:

: ethyl 3-(6-bromo-2-(tert-butylamino)quinolin-3-yl)-2-methylacrylate

: 1309364-59-7
3-(2-amino-6-o-tolylquinolin-3-yl)-2-methyl-N-(thiazol-5-ylmethyl)propanamide

Guidance literature:: Multi-step reaction with 5 steps

1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); water; potassium acetate / ethanol / 2 h / 80 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / methanol / Inert atmosphere

3: methanol; sodium hydroxide / 2 h / Reflux; Inert atmosphere

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

5: trifluoroacetic acid / 2 h / Reflux; Inert atmosphere

With methanol; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); palladium on activated charcoal; water; hydrogen; potassium acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide; In methanol; ethanol; dichloromethane;
DOI:10.1021/jm200544q