Ethyl 2-(2-aminothiazol-5-ylthio)acetate → HCID 67049912, compound

HRID 2043940Notes

Reaction equation

HRID 2043940 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15](CC2CCCC2)[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22](=[O:26])[N:23]([CH3:25])[CH3:24])[CH:17]=2)=[O:14])=[N:9][CH:8]=1)C.[CH:34]1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=C(CC(O)=O)N=2)[CH2:38][CH2:37][CH2:36][CH2:35]1.[CH:63]1(CNC2C=C(C=CC=2)C(N(C)C)=O)CCCC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[CH:34]1([N:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22](=[O:26])[N:23]([CH3:24])[CH3:25])[CH:17]=2)[C:13](=[O:14])[N:12]([CH3:63])[C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:3])=[O:33])=[CH:8][N:9]=2)[CH2:38][CH2:37][CH2:36][CH2:35]1

Participants

5

Reactant 4

HCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 620708733-[(Cyclopentylmethyl)amino]-N,N-dimethylbenzamideHCID 86629889HCID 86629889, compound

Product 1

HCID 67049912HCID 67049912, compound

Procedure

The title compound was prepared via {2-[3-cyclopentylmethyl-3-(3-dimethylcarbamoylphenyl)-ureido]-thiazol-5-ylsulfanyl}-acetic 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-aminothiazol-5-ylsulfanyl)acetic acid ethyl ester

Sources & evidence

ORD record
ord-a5cde1e6fb234deeaa282e4cdc36dec1
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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