N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamide → N-[4-(6-Methoxybenzo[b]thiophen-2-yl)phenyl]-alpha-(1-pyrrolidinyl)acetamide

HRID 1387052Notes

Reaction equation

HRID 1387052 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:16])[CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:4][CH:3]=1.[CH3:17][O:18][C:19]1[CH:20]=[CH:21][C:22]2[CH:26]=[C:25](B(O)O)[S:24][C:23]=2[CH:30]=1>>[CH3:17][O:18][C:19]1[CH:20]=[CH:21][C:22]2[CH:26]=[C:25]([C:2]3[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:16])[CH2:10][N:11]4[CH2:15][CH2:14][CH2:13][CH2:12]4)=[CH:4][CH:3]=3)[S:24][C:23]=2[CH:30]=1

Participants

3

Reactant 2

HCID 1091709N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamideHCID 10560276(6-Methoxy-1-benzothiophen-2-yl)boronic acid

Product 1

HCID 21182885N-[4-(6-Methoxybenzo[b]thiophen-2-yl)phenyl]-alpha-(1-pyrrolidinyl)acetamideYield 97%

Procedure

By essentially following the procedures described in Example 1, Part B, the title compound was prepared in 97% yield from N-(4-bromophenyl)-α-(1-pyrrolidinyl)acetamide (Part B) and 6-methoxybenzo[b]thiophene-2-boronic acid (Example 1, Part A).

Sources & evidence

ORD record
ord-48d8eba55f2b49bb92d98d802b8a706f
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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