Ethyl 2-(2-aminothiazol-5-ylthio)acetate → HCID 178461258, compound

HRID 1363801Notes

Reaction equation

HRID 1363801 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]([CH2:25][C@H:26]2[CH2:31][CH2:30][C@H:29]([CH3:32])[CH2:28][CH2:27]2)[C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([F:23])[C:17]=2[F:24])=[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.C[C@H]1CC[C@H](CNC2C=CC(F)=C(F)C=2F)CC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[CH3:32][C@H:29]1[CH2:30][CH2:31][C@H:26]([CH2:25][N:15]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([F:23])[C:17]=2[F:24])[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:33])=[O:3])=[CH:8][N:9]=2)[CH2:27][CH2:28]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 178461255HCID 178461255, compoundHCID 178473162HCID 178473162, compound

Product 1

HCID 178461258HCID 178461258, compound

Procedure

The title compound was prepared via {2-[3-(trans-4-methyl-cyclohexylmethyl)-3-(2,3,4-trifluoro-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 trans-4-methyl-cyclohexylmethyl-(2,3,4-trifluorophenyl)-amine and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-f4aced8c34c04545a9b24fda0d597c9f
Source dataset
uspto-grants-2011_02
Patent number
US07884210B2

Reaction notes

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