{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acid → HCID 67050236, compound

HRID 2043945Notes

Reaction equation

HRID 2043945 reaction equation
C(OC(=O)C([S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16](CC2CCCC2)[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23](=[O:26])[NH:24][CH3:25])[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:46]([CH2:48][C:49]([OH:51])=[O:50])N=2)CCCC1.[CH:63]1(CNC2C=C(C=CC=2)C(NC)=O)[CH2:67][CH2:66][CH2:65][CH2:64]1.[CH2:80](OC(=O)C(SC1SC(N)=NC=1)C)C>>[CH:63]1([N:16]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23](=[O:26])[NH:24][CH3:25])[CH:18]=2)[C:14](=[O:15])[N:13]([CH3:80])[C:11]2[S:12][C:8]([S:7][CH2:46][CH2:48][C:49]([OH:51])=[O:50])=[CH:9][N:10]=2)[CH2:67][CH2:66][CH2:65][CH2:64]1

Participants

5

Reactant 4

HCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 620720763-[(Cyclopentylmethyl)amino]-N-methylbenzamideHCID 86610213(2-Aminothiazole-5-ylsulfanyl)-propionic acid ethyl esterHCID 86629894HCID 86629894, compound

Product 1

HCID 67050236HCID 67050236, compound

Procedure

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

Sources & evidence

ORD record
ord-40febd78a7714689b7e4dee5a6f741b9
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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