{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acid → HCID 57668225, compound

HRID 2043941Notes

Reaction equation

HRID 2043941 reaction equation
C(OC(=O)[CH:5]([S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH2:28][CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23](=[O:27])[N:24]([CH3:26])[CH3:25])[CH:18]=2)=[O:15])=[N:10][CH:9]=1)[CH3:6])C.C1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=C(C[C:50]([OH:52])=[O:51])N=2)CCCC1.C1(CNC2C=C(C=CC=2)C(N(C)C)=O)CCCC1.C(OC(=O)C(SC1SC(N)=NC=1)C)C>>[CH:29]1([CH2:28][N:16]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23](=[O:27])[N:24]([CH3:26])[CH3:25])[CH:18]=2)[C:14](=[O:15])[NH:13][C:11]2[S:12][C:8]([S:7][CH2:5][CH2:6][C:50]([OH:52])=[O:51])=[CH:9][N:10]=2)[CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

5

Reactant 4

HCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 620708733-[(Cyclopentylmethyl)amino]-N,N-dimethylbenzamideHCID 86610213(2-Aminothiazole-5-ylsulfanyl)-propionic acid ethyl esterHCID 86629890HCID 86629890, compound

Product 1

HCID 57668225HCID 57668225, compound

Procedure

The title compound was prepared via {2-[3-cyclopentylmethyl-3-(3-dimethylcarbamoylphenyl)-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester in a similar manner as described for the synthesis of {2-[3-cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-4-yl}-acetic acid, using 3-(cyclopentylmethyl-amino)-N,N-dimethyl-benzamide and (2-amino-thiazol-5-ylsulfanyl) propionic acid ethyl ester

Sources & evidence

ORD record
ord-082896ae998b43c3b4160adf680e562f
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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