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

HRID 1804294Notes

Reaction equation

HRID 1804294 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:13]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[C:26]([CH3:27])=[CH:25][C:24]([CH:28]4[CH2:30][CH2:29]4)=[CH:23][N:22]=3)[CH2:17][CH2:16]2)=[O:14])=[C:6]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH:7]=1.[CH3:31][C@@H:32]1[CH2:36][O:35][C:34](=[O:37])[NH:33]1>>[CH:28]1([C:24]2[CH:25]=[C:26]([CH3:27])[C:21]([N:18]3[CH2:19][CH2:20][N:15]([C:13]([C:5]4[CH:4]=[CH:3][C:2]([N:33]5[C@H:32]([CH3:31])[CH2:36][O:35][C:34]5=[O:37])=[CH:7][C:6]=4[NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[O:14])[CH2:16][CH2:17]3)=[N:22][CH:23]=2)[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484826N-{5-bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}methanesulfonamide

Product 1

HCID 58484792(R)-3-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylaminophenyl}-4-methyloxazolidin-2-oneYield 14%

Procedure

By reaction and treatment in the same manner as in Example 1 and using N-{5-bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}methanesulfonamide (247 mg) described in Preparation Example 124 and (R)-4-methyloxazolidin-2-one (50.6 mg) described in Preparation Example 25, the title compound (35.9 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-b3d2d17e05da4290b482a56898dc87c0
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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