(R)-4-Methyloxazolidin-2-one → (R)-3-{3-cyano-4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one

HRID 1804398Notes

Reaction equation

HRID 1804398 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH:25]4[CH2:27][CH2:26]4)=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8].[CH3:28][C@@H:29]1[CH2:33][O:32][C:31](=[O:34])[NH:30]1>>[C:7]([C:6]1[CH:9]=[C:2]([N:30]2[C@H:29]([CH3:28])[CH2:33][O:32][C:31]2=[O:34])[CH:3]=[CH:4][C:5]=1[C:10]([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[C:23]([CH3:24])=[CH:22][C:21]([CH:25]3[CH2:27][CH2:26]3)=[CH:20][N:19]=2)[CH2:14][CH2:13]1)=[O:11])#[N:8]

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 584845735-Bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile

Product 1

HCID 58484637(R)-3-{3-cyano-4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one

Procedure

By reaction and treatment in the same manner as in Example 110 and using 5-bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile (425 mg) described in Preparation Example 194 and (R)-4-methyloxazolidin-2-one. (121 mg) described in Preparation Example 25, the title compound (363 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110
  2. custom(121 mg) described in Preparation Example 25

Sources & evidence

ORD record
ord-9575450010384f0ab491d5e9c6440974
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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