(R)-4-Methyloxazolidin-2-one → (R)-3-{4-[4-(5-cyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-4-methyloxazolidin-2-one

HRID 1804390Notes

Reaction equation

HRID 1804390 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([CH:22]4[CH2:24][CH2:23]4)=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:25])[CH:3]=1.[CH3:26][C@@H:27]1[CH2:31][O:30][C:29](=[O:32])[NH:28]1>>[CH:22]1([C:19]2[CH:20]=[CH:21][C:16]([N:13]3[CH2:14][CH2:15][N:10]([C:8]([C:5]4[CH:6]=[CH:7][C:2]([N:28]5[C@H:27]([CH3:26])[CH2:31][O:30][C:29]5=[O:32])=[CH:3][C:4]=4[F:25])=[O:9])[CH2:11][CH2:12]3)=[N:17][CH:18]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484657(4-Bromo-2-fluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 58484599(R)-3-{4-[4-(5-cyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-4-methyloxazolidin-2-oneYield 89.3%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2-fluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone (404 mg) described in Preparation Example 188 and (R)-4-methyloxazolidin-2-one (121 mg) described in Preparation Example 25, the title compound (379 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110
  2. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-ef755a36cc394c82b0a9fe8a68dd6bdd
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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