Cyclopentanecarbaldehyde → (2-{3-[3-(Cyclopentanecarbonyl-amino)-phenyl]-3-cyclopentylmethyl-ureido}-thiazol-5-ylsulfanyl)-acetic acid

HRID 2043984Notes

Reaction equation

HRID 2043984 reaction equation
C([O:3][C:4](=[O:36])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][C:29]([CH:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[O:30])[CH:23]=2)[CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:14])=[N:9][CH:8]=1)C.C1(CN(C2C=CC(F)=C(F)C=2)C(=O)NC2SC=C(CC(O)=O)N=2)CCCC1.NC1C=C(NC(C2CCCC2)=O)C=CC=1.C1(C=O)CCCC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[CH:31]1([C:29]([NH:28][C:24]2[CH:23]=[C:22]([N:15]([CH2:16][CH:17]3[CH2:18][CH2:19][CH2:20][CH2:21]3)[C:13](=[O:14])[NH:12][C:10]3[S:11][C:7]([S:6][CH2:5][C:4]([OH:36])=[O:3])=[CH:8][N:9]=3)[CH:27]=[CH:26][CH:25]=2)=[O:30])[CH2:32][CH2:33][CH2:34][CH2:35]1

Participants

6

Reactant 5

HCID 70106CyclopentanecarbaldehydeHCID 16774766N-(3-aminophenyl)cyclopentanecarboxamideHCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 57668246{2-[3-Cyclopentylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-4-yl}-acetic acidHCID 86629932(2-{3-[3-(Cyclopentanecarbonyl-amino)-phenyl]-3-cyclopentylmethyl-ureido}-thiazol-5-ylsulfanyl)-acetic acid ethyl ester

Product 1

HCID 57668439(2-{3-[3-(Cyclopentanecarbonyl-amino)-phenyl]-3-cyclopentylmethyl-ureido}-thiazol-5-ylsulfanyl)-acetic acid

Procedure

The title compound was prepared via (2-{3-[3-(cyclopentanecarbonyl-amino)-phenyl]-3-cyclopentylmethyl-ureido}-thiazol-5-ylsulfanyl)-acetic acid ethyl ester in a similar manner as described for the synthesis of {2-[3-cyclopentylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-4-yl}-acetic acid, using cyclopentanecarboxylic acid (3-amino-phenyl)-amide, cyclopentanecarbaldehyde and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-5ef0e24ff56c4edb892a083bd0712253
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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