Lithium Hydroxide → [Rac]-3-{4-[2-(3-chloro-4-fluoro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid

HRID 394292Notes

Reaction equation

HRID 394292 reaction equation
C([O:3][C:4](=[O:33])[CH:5]([O:30][CH2:31][CH3:32])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[S:19][C:18]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[C:22]([Cl:27])[CH:21]=3)=[N:17][C:16]=2[CH3:28])=[CH:9][C:8]=1[CH3:29])C.[Li+].[OH-]>>[Cl:27][C:22]1[CH:21]=[C:20]([C:18]2[S:19][C:15]([CH2:14][O:13][C:10]3[CH:11]=[CH:12][C:7]([CH2:6][CH:5]([O:30][CH2:31][CH3:32])[C:4]([OH:33])=[O:3])=[C:8]([CH3:29])[CH:9]=3)=[C:16]([CH3:28])[N:17]=2)[CH:25]=[CH:24][C:23]=1[F:26]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 68615972[Rac]-3-{4-[2-(3-chloro-4-fluoro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester

Product 1

HCID 22647519[Rac]-3-{4-[2-(3-chloro-4-fluoro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid

Procedure

In analogy to the procedure described in example 10 d], [rac]-3-{4-[2-(3-chloro-4-fluoro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester was treated with LiOH to obtain [rac]-3-{4-[2-(3-chloro-4-fluoro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid as light yellow foam.

Workup

  1. customdescribed in example 10 d

Sources & evidence

ORD record
ord-208dcba7a8644bdd8a0ceb4afc67e4f0
Source dataset
uspto-grants-2004_10
Patent number
US06809110B2

Reaction notes

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