(S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine

Base Information

• Chemical Name: (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine
• CAS No.: 1383801-02-2
• Molecular Formula: C₂₆H₂₇F₃N₄O₃
• Molecular Weight: 500.521
• Mol file: 1383801-02-2.mol

Synonyms:(S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine

Chemical Property of (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine

There total 10 articles about (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine 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: 87.0%

(S)-ethyl N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-beta-alaninate (1383801-20-4) → (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine (1383801-02-2)

Guidance literature:

(S)-ethyl N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-beta-alaninate; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 0.5h;

With hydrogenchloride; In water; pH=4;

Reference yield:

2-chloro-5-trifluoromethylpyridine (52334-81-3) → (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine (1383801-02-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / acetonitrile / 3 h / Inert atmosphere; Reflux

2.1: titanium(IV) tetraethanolate / dichloromethane / 12.5 h / 20 °C / Inert atmosphere; Reflux

3.1: zinc(II) chloride / ethyl acetate; n-heptane; diethyl ether; water; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

3.3: -78 - 20 °C

4.1: hydrogenchloride / diethyl ether; methanol / 1 h / 0 - 15 °C

5.1: potassium phosphate / N,N-dimethyl acetamide / 24 h / 107 - 110 °C

6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 12 h / 50 °C

6.2: pH 5

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 12 h / 20 - 40 °C

8.1: water; lithium hydroxide / tetrahydrofuran; methanol / 0.5 h / 50 °C

8.2: pH 4

With hydrogenchloride; titanium(IV) tetraethanolate; potassium phosphate; water; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; zinc(II) chloride; lithium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; diethyl ether; n-heptane; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetonitrile;

Reference yield:

4-formylphenylboronic acid, (87199-17-5) → (S)-N-({6-[(3-methyl-1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}butyl)amino]pyridin-3-yl}carbonyl)-β-alanine (1383801-02-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / acetonitrile / 3 h / Inert atmosphere; Reflux

2.1: titanium(IV) tetraethanolate / dichloromethane / 12.5 h / 20 °C / Inert atmosphere; Reflux

3.1: zinc(II) chloride / ethyl acetate; n-heptane; diethyl ether; water; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

3.3: -78 - 20 °C

4.1: hydrogenchloride / diethyl ether; methanol / 1 h / 0 - 15 °C

5.1: potassium phosphate / N,N-dimethyl acetamide / 24 h / 107 - 110 °C

6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 12 h / 50 °C

6.2: pH 5

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 12 h / 20 - 40 °C

8.1: water; lithium hydroxide / tetrahydrofuran; methanol / 0.5 h / 50 °C

8.2: pH 4

With hydrogenchloride; titanium(IV) tetraethanolate; potassium phosphate; water; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; zinc(II) chloride; lithium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; diethyl ether; n-heptane; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetonitrile;

upstream raw materials:

6-fluoronicotinic acid

methyl 6-fluoropyridine-3-carboxylate

2-chloro-5-trifluoromethylpyridine

4-formylphenylboronic acid,