Potassium Iodide → HCID 68616855, compound

HRID 394340Notes

Reaction equation

HRID 394340 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([O:15][CH2:16][CH3:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:8]=1[CH3:14])[CH3:2].Br[CH2:20][C:21]1[N:22]=[C:23]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[S:24][C:25]=1[CH3:26].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>>[CH2:1]([O:3][C:4](=[O:18])[CH:5]([O:15][CH2:16][CH3:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:20][C:21]2[N:22]=[C:23]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=3)[S:24][C:25]=2[CH3:26])=[CH:9][C:8]=1[CH3:14])[CH3:2]

Participants

5

Reactant 4

HCID 4875Potassium IodideHCID 10796Cesium carbonateHCID 226475864-(Bromomethyl)-2-(4-chlorophenyl)-5-methyl-1,3-thiazoleHCID 57792490[Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester

Product 1

HCID 68616855HCID 68616855, compound

Procedure

In analogy to the procedure described in example 14 b], [rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester (example 10 b]) was reacted with 4-bromomethyl-2-(4-chloro-phenyl)-5-methyl-thiazole (JP 62178590 A2) in the presence of cesium carbonate and potassium iodide to yield [rac]-3-{4-[2-(4-chloro-phenyl)-5-methyl-thiazol-4-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester as light yellow crystals.

Sources & evidence

ORD record
ord-d92412e2b8b94c2c8ae535209c61cf5b
Source dataset
uspto-grants-2004_10
Patent number
US06809110B2

Reaction notes

Loading…