{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acid → HCID 57668243, compound

HRID 2043943Notes

Reaction equation

HRID 2043943 reaction equation
C(OC(=O)C([S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH2:26][CH:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23](=[O:25])[NH2:24])[CH:18]=2)=[O:15])=[N:10][CH:9]=1)C)C.C1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=[C:45]([CH2:47][C:48]([OH:50])=[O:49])N=2)CCCC1.C1(CNC2C=C(C=CC=2)C(N)=O)CCCC1.C(OC(=O)C(SC1SC(N)=NC=1)C)C>>[C:23]([C:19]1[CH:18]=[C:17]([N:16]([CH2:26][CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31]2)[C:14](=[O:15])[NH:13][C:11]2[S:12][C:8]([S:7][CH2:45][CH2:47][C:48]([OH:50])=[O:49])=[CH:9][N:10]=2)[CH:22]=[CH:21][CH:20]=1)(=[O:25])[NH2:24]

Participants

5

Reactant 4

HCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 620720773-[(Cyclopentylmethyl)amino]benzamideHCID 86610213(2-Aminothiazole-5-ylsulfanyl)-propionic acid ethyl esterHCID 86629892HCID 86629892, compound

Product 1

HCID 57668243HCID 57668243, compound

Procedure

The title compound was prepared via {2-[3-cyclopentylmethyl-3-(3-carbamoyl-phenyl)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)-benzamide and (2-amino-thiazol-5-ylsulfanyl) propionic acid ethyl ester

Sources & evidence

ORD record
ord-e834f015b23d44f28536f95990fec32f
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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