Cyclopentylmethyl-(4-methanesulfonyl-phenyl)-amine → 2-{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-5-ylsulfanyl}-2-methyl-propionic acid

HRID 2043932Notes

Reaction equation

HRID 2043932 reaction equation
C([O:3][C:4](=[O:34])[C:5]([S:8][C:9]1[S:13][C:12]([NH:14][C:15]([N:17]([CH2:28][CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[C:18]2[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][CH:19]=2)=[O:16])=[N:11][CH:10]=1)([CH3:7])[CH3:6])C.C1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=C(CC(O)=O)N=2)CCCC1.C1(CNC2C=CC(S(C)(=O)=O)=CC=2)CCCC1.C(OC(=O)C(SC1SC(N)=NC=1)(C)C)C>>[CH:29]1([CH2:28][N:17]([C:18]2[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:25])=[O:26])=[CH:20][CH:19]=2)[C:15](=[O:16])[NH:14][C:12]2[S:13][C:9]([S:8][C:5]([CH3:7])([CH3:6])[C:4]([OH:34])=[O:3])=[CH:10][N:11]=2)[CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

5

Reactant 4

HCID 43453307Cyclopentylmethyl-(4-methanesulfonyl-phenyl)-amineHCID 57481427Ethyl 2-[(2-amino-1,3-thiazol-5-yl)sulfanyl]-2-methylpropanoateHCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 866298822-{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-5-ylsulfanyl}-2-methyl-propionic acid ethyl ester

Product 1

HCID 576683362-{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-5-ylsulfanyl}-2-methyl-propionic acid

Procedure

The title compound was prepared via 2-{2-[3-cyclopentylmethyl-3-(4-methanesulfonylphenyl)-ureido]-thiazol-5-ylsulfanyl}-2-methyl-propionic 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-(4-methanesulfonyl-phenyl)-amine and 2-(2-amino-thiazol-5-ylsulfanyl)-2-methyl-propionic acid ethyl ester.

Sources & evidence

ORD record
ord-0a1eb419fac24c0885ac286553479a6f
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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