Ethyl 2-(2-aminothiazol-5-ylthio)acetate → HCID 57668388, compound

HRID 2043989Notes

Reaction equation

HRID 2043989 reaction equation
C([O:3][C:4](=[O:32])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([CH2:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28]C2)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([Cl:24])[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.CN(CC1CCCCC1)C1C=CC(OC)=C(Cl)C=1.C(OC(=O)CSC1SC(N)=NC=1)C>>[Cl:24][C:18]1[CH:17]=[C:16]([N:15]([CH2:25][CH:26]2[CH2:28][CH2:29][CH2:30][CH2:31]2)[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:3])=[O:32])=[CH:8][N:9]=2)[CH:21]=[CH:20][C:19]=1[O:22][CH3:23]

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 66960981HCID 66960981, compoundHCID 86629937HCID 86629937, compound

Product 1

HCID 57668388HCID 57668388, compound

Procedure

The title compound was prepared via {2-[3-(cyclohexylmethyl)-3-(3-chloro-4-methoxyphenyl)-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 (methyl-cyclohexylmethyl-(3-chloro-4-methoxy-phenyl)-amine and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-ef73df3ea4d341cd8290307f4c078546
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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