(R)-4-Methyloxazolidin-2-one → (R)-3-{6-[4-(4-chlorobenzoyl)piperidine-1-carbonyl]pyridin-3-yl}-4-methyloxazolidin-2-one

HRID 1803972

Reaction equation

HRID 1803972 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:10]2[CH2:15][CH2:14][CH:13]([C:16](=[O:24])[C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)=[O:9])=[N:6][CH:7]=1.[CH3:25][C@@H:26]1[CH2:30][O:29][C:28](=[O:31])[NH:27]1>>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([C:16]([CH:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[N:6]=[CH:7][C:2]([N:27]4[C@H:26]([CH3:25])[CH2:30][O:29][C:28]4=[O:31])=[CH:3][CH:4]=3)=[O:9])[CH2:11][CH2:12]2)=[O:24])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484577(5-Bromopyridin-2-yl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanone

Product 1

HCID 54755119(R)-3-{6-[4-(4-chlorobenzoyl)piperidine-1-carbonyl]pyridin-3-yl}-4-methyloxazolidin-2-oneYield 83.4%

Procedure

By reaction and treatment in the same manner as in Preparation Example 31 and using (5-bromopyridin-2-yl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanone (2.4 g) described in Preparation Example 35 and (R)-4-methyloxazolidin-2-one (728 mg) described in Preparation Example 25, the title compound (2.1 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 31
  3. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-5dc47467ef784151ab188b492d73ec0b
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Linked notes

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