{4-[3-(5-Bromo-thiazol-2-yl)-ureido]-3-cyclopentanecarbonyl-phenyl)-acetic acid ethyl ester → (3-Cyclopentanecarbonyl-4-{3-[5-(pyridin-2-ylsulfanyl)-thiazol-2-yl]-ureido}-phenyl)-acetic acid ethyl ester

HRID 559967Notes

Reaction equation

HRID 559967 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][C:16]2[S:17][C:18](Br)=[CH:19][N:20]=2)=[O:14])=[C:8]([C:22]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:23])[CH:7]=1)[CH3:2].[SH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=1>>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][C:16]2[S:17][C:18]([S:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)=[CH:19][N:20]=2)=[O:14])=[C:8]([C:22]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:23])[CH:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 86593076{4-[3-(5-Bromo-thiazol-2-yl)-ureido]-3-cyclopentanecarbonyl-phenyl)-acetic acid ethyl esterHCID 178418616HCID 178418616, compound

Product 1

HCID 59732749(3-Cyclopentanecarbonyl-4-{3-[5-(pyridin-2-ylsulfanyl)-thiazol-2-yl]-ureido}-phenyl)-acetic acid ethyl esterYield 30%

Procedure

(3-Cyclopentanecarbonyl-4-{3-[5-(pyridin-2-ylsulfanyl)-thiazol-2-yl]-ureido}-phenyl)-acetic acid ethyl ester (153 mg, 30%) was prepared from {4-[3-(5-bromo-thiazol-2-yl)-ureido]-3-cyclopentanecarbonyl-phenyl}-acetic acid ethyl ester (480 mg, 1 mmol) and 2-mercapto-pyridine (222 mg, 2 mmol) following the general procedure Q.

Sources & evidence

ORD record
ord-5954db95cd174a49aa424ef512a55236
Source dataset
uspto-grants-2011_11
Patent number
US08063081B2

Reaction notes

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