[2-(4-Chloro-benzoylamino)-thiazol-4-yl]-acetic acid → N-{4-[2-(4-benzoyl-piperazin-1-yl)-2-oxo-ethyl]-thiazol-2-yl}-4-chloro-benzamide

HRID 901009Notes

Reaction equation

HRID 901009 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][C:15]([OH:17])=O)[N:13]=2)=[O:7])=[CH:4][CH:3]=1.[C:20]1([C:26]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:26]([N:28]1[CH2:33][CH2:32][N:31]([C:15](=[O:17])[CH2:14][C:12]2[N:13]=[C:9]([NH:8][C:6](=[O:7])[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:19][CH:18]=3)[S:10][CH:11]=2)[CH2:30][CH2:29]1)(=[O:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 677042[2-(4-Chloro-benzoylamino)-thiazol-4-yl]-acetic acidHCID 7626541-Benzoylpiperazine

Product 1

HCID 59698849N-{4-[2-(4-benzoyl-piperazin-1-yl)-2-oxo-ethyl]-thiazol-2-yl}-4-chloro-benzamide

Procedure

In analogy to example 1.3, [2-(4-chloro-benzoylamino)-thiazol-4-yl]-acetic acid (example 1.2) was coupled with phenyl-piperazin-1-yl-methanone (CAS 13754-38-6) to give N-{4-[2-(4-benzoyl-piperazin-1-yl)-2-oxo-ethyl]-thiazol-2-yl}-4-chloro-benzamide, using general procedure C. White solid. MS 469.3 ([M+H]+)

Sources & evidence

ORD record
ord-c239892d46eb418182c653e834596af7
Source dataset
uspto-grants-2008_04
Patent number
US07361672B2

Reaction notes

Loading…