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

HRID 1804250Notes

Reaction equation

HRID 1804250 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([CH3:25])[C:7]([N:10]3[CH2:15][CH2:14][N:13]([C:16]([C:18]4[CH:23]=[CH:22][C:21](I)=[CH:20][CH:19]=4)=[O:17])[CH2:12][CH2:11]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[CH3:26][C@@H:27]1[O:31][C:30](=[O:32])[NH:29][CH2:28]1>>[CH:1]1([C:4]2[CH:5]=[C:6]([CH3:25])[C:7]([N:10]3[CH2:15][CH2:14][N:13]([C:16]([C:18]4[CH:23]=[CH:22][C:21]([N:29]5[CH2:28][C@H:27]([CH3:26])[O:31][C:30]5=[O:32])=[CH:20][CH:19]=4)=[O:17])[CH2:12][CH2:11]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 21794663(S)-5-methyloxazolidin-2-oneHCID 58484841[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone

Product 1

HCID 67380879(S)-3-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-methyloxazolidin-2-oneYield 81.9%

Procedure

By reaction and treatment in the same manner as in Example 149 and using [4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone (447 mg) described in Preparation Example 97 and (S)-5-methyloxazolidin-2-one (121 mg) described in Preparation Example 42, the title compound (344 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 149
  2. customdescribed in Preparation Example 42

Sources & evidence

ORD record
ord-95232b88e6334e979ca3ad11af4b29ff
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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