Cyclopentanecarbaldehyde → HCID 67050241, compound

HRID 2043981Notes

Reaction equation

HRID 2043981 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]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[C:24]([NH:29][C:30](=[O:32])[CH3:31])[CH:23]=2)CC2CCCC2)=[O:14])=[N:9][CH:8]=1)C.[CH:34]1(CN(C2C=CC(F)=C(F)C=2)C(=O)NC2SC=C(CC(O)=O)N=2)[CH2:38][CH2:37][CH2:36][CH2:35]1.N[C:62]1C=C(NC(=O)C)C=CC=1F.C1(C=O)CCCC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[C:30]([NH:29][C:24]1[CH:23]=[C:22]([N:15]([CH:34]2[CH2:38][CH2:37][CH2:36][CH2:35]2)[C:13](=[O:14])[N:12]([CH3:62])[C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:3])=[O:33])=[CH:8][N:9]=2)[CH:27]=[CH:26][C:25]=1[F:28])(=[O:32])[CH3:31]

Participants

6

Reactant 5

HCID 70106CyclopentanecarbaldehydeHCID 345389N-(3-amino-4-fluorophenyl)acetamideHCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 57668246{2-[3-Cyclopentylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-4-yl}-acetic acidHCID 86629929HCID 86629929, compound

Product 1

HCID 67050241HCID 67050241, compound

Procedure

The title compound was prepared via {2-[3-(3-acetylamino-4-fluoro-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-(3,4-difluoro-phenyl)-ureido]-thiazol-4-yl}-acetic acid, using N-(3-amino-4-fluoro-phenyl)-acetamide, cyclopentanecarbaldehyde and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-b375e1292eb54830a801b8e3d12f8a03
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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