L-Phenylalanine, N-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)carbonyl]-4-fluoro-

Base Information

• Chemical Name: L-Phenylalanine, N-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)carbonyl]-4-fluoro-
• CAS No.: 800401-18-7
• Molecular Formula: C17H13ClFN3O3
• Molecular Weight: 361.76
• Mol file: 800401-18-7.mol

Synonyms:

Chemical Property of L-Phenylalanine, N-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)carbonyl]-4-fluoro-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Phenylalanine, N-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)carbonyl]-4-fluoro-

There total 5 articles about L-Phenylalanine, N-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)carbonyl]-4-fluoro- 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:

2-(S)-[(5-chloro-1H-pyrrolo[2,3-b]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid tert-butyl eter → 2-(S)-[(5-chloro-1H-pyrrolo[2,3-b]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid (800401-18-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 64h;

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 2-(S)-[(5-chloro-1H-pyrrolo[2,3-b]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid (800401-18-7)

Guidance literature:

Multi-step reaction with 4 steps

1: iodine; silver sulfate / ethanol / 72 h / 20 °C

2: 1,4-diaza-bicyclo[2.2.2]octane / palladium diacetate / DMF (N,N-dimethyl-formamide) / 16 h / 110 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 72 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 64 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; iodine; benzotriazol-1-ol; silver sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium diacetate; In DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; 2: Heck Reaction;

Reference yield:

5-chloro-3-iodo-2-aminopyridine (211308-81-5) → 2-(S)-[(5-chloro-1H-pyrrolo[2,3-b]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid (800401-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / palladium diacetate / DMF (N,N-dimethyl-formamide) / 16 h / 110 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 72 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 64 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium diacetate; In DMF (N,N-dimethyl-formamide); dichloromethane; 1: Heck Reaction;

upstream raw materials:

5-chloro-2-pyridylamine

5-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

2-(S)-amino-3-(4-fluorophenyl)propionic acid tert-butyl ester hydrochloride

5-chloro-3-iodo-2-aminopyridine