m-Aminoacetanilide → HCID 57668361, compound

HRID 1363776Notes

Reaction equation

HRID 1363776 reaction equation
C([O:3][C:4](=[O:30])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([NH:26][C:27](=[O:29])[CH3:28])[CH:21]=2)[CH2:16][CH:17]2[CH2:19][CH2:18]2)=[O:14])=[N:9][CH:8]=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)CC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[C:27]([NH:26][C:22]1[CH:21]=[C:20]([N:15]([CH2:16][CH:17]2[CH2:18][CH2:19]2)[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:4]([OH:30])=[O:3])=[CH:8][N:9]=2)[CH:25]=[CH:24][CH:23]=1)(=[O:29])[CH3:28]

Participants

6

Reactant 5

HCID 7604m-AminoacetanilideHCID 123114CyclopropanecarboxaldehydeHCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 57668246{2-[3-Cyclopentylmethyl-3-(3,4-difluoro-phenyl)-ureido]-thiazol-4-yl}-acetic acidHCID 86629909HCID 86629909, compound

Product 1

HCID 57668361HCID 57668361, compound

Procedure

The title compound was prepared via {2-[3-(3-acetylamino-phenyl)-3-cyclopropylmethyl-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-phenyl)-acetamide, cyclopropanecarboxaldehyde and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester.

Sources & evidence

ORD record
ord-cb96a34b782c4dc6b6bcb1398c37662d
Source dataset
uspto-grants-2011_02
Patent number
US07884210B2

Reaction notes

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