Ethyl 2-(2-aminothiazol-5-ylthio)acetate → {2-[3-Cyclobutylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid

HRID 2043966Notes

Reaction equation

HRID 2043966 reaction equation
C1(CN(C2C=CC(S(C)(=O)=O)=CC=2)[C:8](=[O:19])[NH:9][C:10]2[S:11][CH:12]=[C:13](CC(O)=O)[N:14]=2)CCCC1.[CH:30]1([CH2:34][NH:35][C:36]2[CH:41]=[CH:40][C:39]([F:42])=[C:38]([F:43])[CH:37]=2)[CH2:33][CH2:32][CH2:31]1.C([O:46][C:47](=[O:56])[CH2:48][S:49]C1SC(N)=NC=1)C>>[CH:30]1([CH2:34][N:35]([C:36]2[CH:41]=[CH:40][C:39]([F:42])=[C:38]([F:43])[CH:37]=2)[C:8](=[O:19])[NH:9][C:10]2[S:11][C:12]([S:49][CH2:48][C:47]([OH:56])=[O:46])=[CH:13][N:14]=2)[CH2:31][CH2:32][CH2:33]1

Participants

4

Reactant 3

HCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 65456873N-(Cyclobutylmethyl)-3,4-difluoroaniline

Product 1

HCID 57668268{2-[3-Cyclobutylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid

Procedure

The title compound was prepared via {2-[3-cyclbutylmethyl-3-(3,4-difluoro-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 cyclobutylmethyl-(3,4-difluorophenyl)-amine and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-2176b23d0b914b2d9c6eaaf550b661b9
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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