1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone

Base Information

• Chemical Name: 1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone
• CAS No.: 1374453-99-2
• Molecular Formula: C₂₁H₁₉ClN₂O₂
• Molecular Weight: 366.847
• Mol file: 1374453-99-2.mol

Synonyms:1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone

Chemical Property of 1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone

There total 2 articles about 1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone 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: 34.0%

(3-chloro-1H-indol-2-yl)-pyrrolidin-1-yl-methanone (1374453-98-1) + 4-acetylphenylboronic acid (149104-90-5) → 1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone (1374453-99-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; copper diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Molecular sieve;

Reference yield:

(1H-indol-2-yl) (pyrrolidin-1-yl)methanone (123500-70-9) → 1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone (1374453-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chloro-succinimide / acetonitrile / 20 °C / Reflux

2: N-ethyl-N,N-diisopropylamine / copper diacetate / N,N-dimethyl-formamide / 48 h / 20 °C / Molecular sieve

With N-chloro-succinimide; N-ethyl-N,N-diisopropylamine; copper diacetate; In N,N-dimethyl-formamide; acetonitrile;

Reference yield:

1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethanone (1374453-99-2) → 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid (1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethyl)-amide (1374453-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium cyanoborohydride; ammonium acetate / dichloromethane; methanol / 20 °C

1.2: pH 5

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

With ammonium acetate; sodium cyanoborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane;

upstream raw materials:

(3-chloro-1H-indol-2-yl)-pyrrolidin-1-yl-methanone

4-acetylphenylboronic acid

(1H-indol-2-yl) (pyrrolidin-1-yl)methanone

Downstream raw materials:

1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid (1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethyl)-amide