m-Aminoacetanilide → 3-{2-[3-(3-Acetylamino-phenyl)-3-cyclopentylmethyl-ureido]-thiazol-5-ylsulfanyl}-propionic acid

HRID 1363755

Reaktionsgleichung

Reaktionsgleichung von HRID 1363755
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]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:30](=[O:32])[CH3:31])[CH:24]=2)[CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:15])=[N:10][CH:9]=1)C.C1(CN(C2C=CC(F)=C(F)C=2)C(=O)NC2SC=C(CC(O)=O)N=2)CCCC1.NC1C=C(NC(=O)C)C=CC=1.C1(C=O)CCCC1.C(OC(=O)CCSC1SC(N)=NC=1)C>>[C:30]([NH:29][C:25]1[CH:24]=[C:23]([N:16]([CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][CH2:19]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)[CH:28]=[CH:27][CH:26]=1)(=[O:32])[CH3:31]

Komponenten

6

Edukt 5

HCID 7604m-AminoacetanilideHCID 70106CyclopentanecarbaldehydeHCID 57481428Ethyl 3-[(2-amino-1,3-thiazol-5-YL)sulfanyl]propanoateHCID 57668246{2-[3-Cyclopentylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-4-yl}-acetic acidHCID 866298883-{2-[3-(3-Acetylamino-phenyl)-3-cyclopentylmethyl-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester

Produkt 1

HCID 576684153-{2-[3-(3-Acetylamino-phenyl)-3-cyclopentylmethyl-ureido]-thiazol-5-ylsulfanyl}-propionic acid

Versuchsvorschrift

The title compound was prepared via 3-{2-[3-(3-acetylamino-phenyl)-3-cyclopentylmethyl-ureido]-thiazol-5-ylsulfanyl}-propionic 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-phenyl)-acetamide, cyclopentanecarbaldehyde and 3-(2-amino-thiazol-5-ylsulfanyl)-propionic acid ethyl ester.

Quellen und Nachweise

ORD-Eintrag
ord-919d525567a44db28b19af69a5043862
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07884210B2

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