Ethyl 2-(2-aminothiazol-5-ylthio)acetate → HCID 57668251, compound

HRID 2043990Notes

Reaction equation

HRID 2043990 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]([CH2:27][CH:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)[C:16]2[CH:26]=[CH:25][C:19]3[O:20][C:21]([F:24])([F:23])[O:22][C:18]=3[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.FC1(F)OC2C=CC(NCC3CCCCC3)=CC=2O1.C(OC(=O)CSC1SC(N)=NC=1)C>>[CH:28]1([CH2:27][N:15]([C:16]2[CH:26]=[CH:25][C:19]3[O:20][C:21]([F:23])([F:24])[O:22][C:18]=3[CH:17]=2)[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)[CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

5

Reactant 4

HCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 29048307HCID 29048307, compoundHCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 86629938HCID 86629938, compound

Product 1

HCID 57668251HCID 57668251, compound

Procedure

The title compound was prepared via {2-[3-cyclopentylmethyl-3-(2,2-difluorobenzo[1,3]dioxol-5-yl)-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 2,2-difluoro-benzo[1,3]dioxol-5-yl-cyclohexylmethylamine and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-22836ccec9714490b6cfc14b50ee15e9
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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