Ethyl 2-(2-aminothiazol-5-ylthio)acetate → HCID 57668375, compound

HRID 2043942Notes

Reaction equation

HRID 2043942 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([CH2:25][CH:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22](=[O:24])[NH2:23])[CH:17]=2)=[O:14])=[N:9][CH:8]=1)C.C1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=C(CC(O)=O)N=2)CCCC1.C1(CNC2C=C(C=CC=2)C(N)=O)CCCC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[C:22]([C:18]1[CH:17]=[C:16]([N:15]([CH2:25][CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30]2)[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:31])=[O:3])=[CH:8][N:9]=2)[CH:21]=[CH:20][CH:19]=1)(=[O:24])[NH2:23]

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 620720773-[(Cyclopentylmethyl)amino]benzamideHCID 86629891HCID 86629891, compound

Product 1

HCID 57668375HCID 57668375, compound

Procedure

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

Sources & evidence

ORD record
ord-6e804d0418e74657b81918e6cc81c996
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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