Pyrrolidine → HCID 59698839, compound

HRID 901037Notes

Reaction equation

HRID 901037 reaction equation
Br[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11](=[O:28])[CH2:12][C:13]2[N:14]=[C:15]([NH:18][C:19](=[O:27])[C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[S:16][CH:17]=2)[CH2:7][CH2:6]1)=[O:4].[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([C:19]([NH:18][C:15]2[S:16][CH:17]=[C:13]([CH2:12][C:11](=[O:28])[N:8]3[CH2:9][CH2:10][N:5]([C:3](=[O:4])[CH2:2][N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)[CH2:6][CH2:7]3)[N:14]=2)=[O:27])=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 59698867HCID 59698867, compound

Product 1

HCID 59698839HCID 59698839, compound

Procedure

In analogy to example 55.2, N-(4-{2-[4-(2-bromo-acetyl)-piperazin-1-yl]-2-oxo-ethyl}-thiazol-2-yl)-4-chloro-benzamide was reacted with pyrrolidine to give 4-chloro-N-(4-{2-oxo-2-[4-(2-pyrrolidin-1-yl-acetyl)-piperazin-1-yl]-ethyl}-thiazol-2-yl)-benzamide. Off-white amorphous solid. MS 476.0 ([M+H]+)

Sources & evidence

ORD record
ord-6db578db79bd4c60a9b90bb74cba1a5b
Source dataset
uspto-grants-2008_04
Patent number
US07361672B2

Reaction notes

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