Ethyl 2-(2-aminothiazol-5-ylthio)acetate → HCID 67050453, compound

HRID 2043998Notes

Reaction equation

HRID 2043998 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]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[C:23]=2[O:29][CH3:30])CC2CCCC2)=[O:14])=[N:9][CH:8]=1)C.[CH:32]1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=C(CC(O)=O)N=2)[CH2:36][CH2:35][CH2:34][CH2:33]1.[CH:61]1(CNC2C=CC=C(Cl)C=2OC)CCCC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[Cl:28][C:24]1[C:23]([O:29][CH3:30])=[C:22]([N:15]([CH:32]2[CH2:36][CH2:35][CH2:34][CH2:33]2)[C:13](=[O:14])[N:12]([CH3:61])[C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:3])=[O:31])=[CH:8][N:9]=2)[CH:27]=[CH:26][CH:25]=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 669622103-Chloro-N-(cyclopentylmethyl)-2-methoxyanilineHCID 86629946HCID 86629946, compound

Product 1

HCID 67050453HCID 67050453, compound

Procedure

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

Sources & evidence

ORD record
ord-eba33718d28547948f14fac22d1ddf8d
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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