(R)-4-Methyloxazolidin-2-one → methyl (R)-3-fluoro-4-(4-methyl-2-oxooxazolidin-3-yl)benzoate

HRID 1804028Notes

Reaction equation

HRID 1804028 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[F:12].[CH3:13][C@@H:14]1[CH2:18][O:17][C:16](=[O:19])[NH:15]1>>[F:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[N:15]1[C@H:14]([CH3:13])[CH2:18][O:17][C:16]1=[O:19])[C:6]([O:8][CH3:9])=[O:7]

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 21951878Methyl 4-bromo-3-fluorobenzoate

Product 1

HCID 58484559methyl (R)-3-fluoro-4-(4-methyl-2-oxooxazolidin-3-yl)benzoateYield 92%

Procedure

By reaction and treatment in the same manner as in Preparation Example 12 and using methyl 4-bromo-3-fluorobenzoate (1.2 g) and (R)-4-methyloxazolidin-2-one (607 mg) described in Preparation Example 25, the title compound (1.2 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 12
  3. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-dcd11aec23964959813ce4c5b17fd4e6
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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