Lithium Hydroxide → HCID 11397009, compound

HRID 1767903Notes

Reaction equation

C([O:5][C:6](=[O:36])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][C@@H:18]([C:20]3[S:24][C:23]([C:25]4[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=4)=[N:22][C:21]=3[CH3:35])[CH3:19])[CH:15]=2)[CH:10]=[CH:9]1)(C)(C)C.[Li+].[OH-]>>[CH3:35][C:21]1[N:22]=[C:23]([C:25]2[CH:26]=[CH:27][C:28]([C:31]([F:33])([F:34])[F:32])=[CH:29][CH:30]=2)[S:24][C:20]=1[C@H:18]([O:17][C:14]1[CH:15]=[C:16]2[C:11]([CH:10]=[CH:9][N:8]2[CH2:7][C:6]([OH:36])=[O:5])=[CH:12][CH:13]=1)[CH3:19]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 69283065HCID 69283065, compound

Product 1

HCID 11397009HCID 11397009, compound

Procedure

In analogy to the procedure described in example 2 c], (R)-(6-{1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-indol-1-yl)-acetic acid tert-butyl ester was treated with LiOH to obtain (R)-(6-{1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-indol-1-yl)-acetic acid as light brown solid. According to chiral HPLC (Chiralpak-ADH), the enantiomeric excess amounts to 89%. MS: 459.1 (M−H)−.

Sources & evidence

ORD record: ord-019819c88eea46cba519bce05f270a61
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07235572B2

Reaction notes

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