4-Thiazoleacetic acid, 2-amino-, ethyl ester → HCID 24757251, compound

HRID 1510305Notes

Reaction equation

HRID 1510305 reaction equation
[CH3:1][O:2][CH2:3][C@H:4]([CH3:23])[O:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)[CH:14]=1)[C:9]([OH:11])=O.FC1C=C(B(O)O)C=CC=1.[NH2:34][C:35]1[S:36][CH:37]=[C:38]([CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42])[N:39]=1>>[CH2:44]([O:43][C:41](=[O:42])[CH2:40][C:38]1[N:39]=[C:35]([NH:34][C:9](=[O:11])[C:8]2[CH:7]=[C:6]([O:5][C@@H:4]([CH3:23])[CH2:3][O:2][CH3:1])[CH:14]=[C:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[CH:12]=2)[S:36][CH:37]=1)[CH3:45]

Participants

4

Reactant 3

HCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl esterHCID 27339863-Fluorophenylboronic acidHCID 66970052HCID 66970052, compound

Product 1

HCID 24757251HCID 24757251, compound

Procedure

{2-[3-(3-fluoro-phenoxy)-5-((S)-2-methoxy-1-methyl-ethoxy)-benzoylamino]-thiazol-4-yl}-acetic acid ethyl ester was prepared from 3-{(1S)-2-methoxy-(methylethyl)oxy}-5-{[3-fluoro phenyl]oxy}benzoic acid (prepared in analogy to the method described in general synthetic descriptions F, using m-fluorophenylboronic acid in step D)) and ethyl 2-aminothiazol-4-ylacetate following synthetic description A

Workup

  1. customprepared in analogy to the method

Sources & evidence

ORD record
ord-58c9a2f9f59942f493ba960e509f46ec
Source dataset
uspto-grants-2012_07
Patent number
US08211925B2

Reaction notes

Loading…