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

HRID 2043937Notes

Reaction equation

HRID 2043937 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][CH2:6][S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH2:27][CH:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)[C:17]2[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:19][CH:18]=2)=[O:15])=[N:10][CH:9]=1)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)CCSC1SC(N)=NC=1)C>>[CH:28]1([CH2:27][N:16]([C:17]2[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:24])=[O:25])=[CH:19][CH:18]=2)[C:14](=[O:15])[NH:13][C:11]2[S:12][C:8]([S:7][CH2:6][CH2:5][C:4]([OH:33])=[O:3])=[CH:9][N:10]=2)[CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

5

Reactant 4

HCID 43453307Cyclopentylmethyl-(4-methanesulfonyl-phenyl)-amineHCID 57481428Ethyl 3-[(2-amino-1,3-thiazol-5-YL)sulfanyl]propanoateHCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 866298863-{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester

Product 1

HCID 576683823-{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-5-ylsulfanyl}-propionic acid

Procedure

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

Sources & evidence

ORD record
ord-4327835abee14d43866d85b3fbe79289
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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