Potassium Iodide → HCID 69489456, compound

HRID 2215234Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:17])[C@@H:4]([O:14][CH2:15][CH3:16])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[Cl:13].[C:18]([C:22]1[O:23][C:24]([CH3:29])=[C:25]([CH2:27]Cl)[N:26]=1)([CH3:21])([CH3:20])[CH3:19].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>>[CH3:1][O:2][C:3](=[O:17])[C@@H:4]([O:14][CH2:15][CH3:16])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:27][C:25]2[N:26]=[C:22]([C:18]([CH3:21])([CH3:20])[CH3:19])[O:23][C:24]=2[CH3:29])=[CH:8][C:7]=1[Cl:13]

Participants

Reactant 4

HCID 4875Potassium Iodide

HCID 10796Cesium carbonate

HCID 219495892-Tert-butyl-4-chloromethyl-5-methyl-oxazole

HCID 68616433(2S)-3-(2-chloro-4-hydroxy-phenyl)-2-ethoxy-propionic acid methyl ester

Product 1

HCID 69489456HCID 69489456, compound

Procedure

In analogy to the procedure described in example 46 c], (2S)-3-(2-chloro-4-hydroxy-phenyl)-2-ethoxy-propionic acid methyl ester was reacted with 2-tert-butyl-4-chloromethyl-5-methyl-oxazole (example 1, step b]) in the presence of cesium carbonate and potassium iodide to yield (S)-3-[4-(2-tert-butyl-5-methyl-oxazol-4-ylmethoxy)-2-chloro-phenyl]-2-ethoxy-propionic acid methyl ester as colorless liquid.

Sources & evidence

ORD record: ord-2d4c4e0ca737497482bd775ec426dfe1
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07109225B2

Reaction notes

Loading…