Ethyl Acetate → {2-[3-(2-Cyclopentanesulfonyl-4-methyl-phenyl)-ureido]-thiazol-4-yl}-acetic acid ethyl ester

HRID 131967Notes

Reaction equation

[CH:1]1([S:6]([C:9]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:10]=2[NH2:11])(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:17][C:18]1[S:19][CH:20]=[C:21]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:22]=1.[CH2:29]([O:31]C(=O)C)C>>[CH2:27]([O:26][C:24](=[O:25])[CH2:23][C:21]1[N:22]=[C:18]([NH:17][C:29]([NH:11][C:10]2[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:9]=2[S:6]([CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:8])=[O:7])=[O:31])[S:19][CH:20]=1)[CH3:28]

Participants

Reactant 3

HCID 8857Ethyl Acetate

HCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl ester

HCID 669989742-Cyclopentanesulfonyl-4-methyl-phenylamine

Product 1

HCID 59733115{2-[3-(2-Cyclopentanesulfonyl-4-methyl-phenyl)-ureido]-thiazol-4-yl}-acetic acid ethyl ester

Procedure

{2-[3-(2-Cyclopentanesulfonyl-4-methyl-phenyl)-ureido]-thiazol-4-yl{-acetic acid ethyl ester (305 mg, 68%) was prepared from 2-cyclopentanesulfonyl-4-methyl-aniline (239 mg, 1.0 mmol) and ethyl 2-amino-4-thiazolylacetate (186 mg, 1.0 mmol) following the general procedure D.

Sources & evidence

ORD record: ord-b8a9fb8afdde45e1b1d3ad151b178db9
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07384967B2

Reaction notes

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