(R)-4-Methyloxazolidin-2-one → (R)-4-methyl-3-[5-(4-p-tolyloxypiperidine-1-carbonyl)pyridin-2-yl]oxazolidin-2-one

HRID 1804180Notes

Reaction equation

HRID 1804180 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][CH:13]([O:16][C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:24][C@@H:25]1[CH2:29][O:28][C:27](=[O:30])[NH:26]1>>[CH3:24][C@@H:25]1[CH2:29][O:28][C:27](=[O:30])[N:26]1[C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:10]2[CH2:15][CH2:14][CH:13]([O:16][C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484591(6-Bromopyridin-3-yl)[4-(p-tolyloxy)piperidin-1-yl]methanone

Product 1

HCID 67380973(R)-4-methyl-3-[5-(4-p-tolyloxypiperidine-1-carbonyl)pyridin-2-yl]oxazolidin-2-oneYield 15.8%

Procedure

By reaction and treatment in the same manner as in Example 40 and using (6-bromopyridin-3-yl)(4-p-tolyloxypiperidin-1-yl)methanone (1.2 g) described in Preparation Example 28 and (R)-4-methyloxazolidin-2-one (364 mg) described in Preparation Example 25, the title compound (200 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 40
  2. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-e3e087ddf7ec46f692a18631ff0115b1
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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