3-[3-(Trifluoromethyl)phenoxy]azetidine → (2-Isopropoxy-5-methanesulfonyl-phenyl)-[3-(3-trifluoromethyl-phenoxy)-azetidin-1-yl]-methanone

HRID 1711759Notes

Reaction equation

HRID 1711759 reaction equation
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([OH:9])=O)([CH3:3])[CH3:2].[F:18][C:19]([F:32])([F:31])[C:20]1[CH:21]=[C:22]([CH:28]=[CH:29][CH:30]=1)[O:23][CH:24]1[CH2:27][NH:26][CH2:25]1>>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([N:26]1[CH2:27][CH:24]([O:23][C:22]2[CH:28]=[CH:29][CH:30]=[C:20]([C:19]([F:18])([F:32])[F:31])[CH:21]=2)[CH2:25]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 111385383-[3-(Trifluoromethyl)phenoxy]azetidineHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 11712232(2-Isopropoxy-5-methanesulfonyl-phenyl)-[3-(3-trifluoromethyl-phenoxy)-azetidin-1-yl]-methanoneYield 7%

Procedure

Prepared in analogy to Example 1 from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 3-(3-trifluoromethyl-phenoxy)-azetidine. The crude material was purified by chromatography (methanol/dichloromethane) to yield the title compound as an amorphous white solid (yield 7%). MS (m/e): 458.2 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (methanol/dichloromethane)

Sources & evidence

ORD record
ord-1fd7b0257f184031aa4e7c70e07384d7
Source dataset
uspto-grants-2010_09
Patent number
US07790763B2

Reaction notes

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