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

HRID 1804181

Reaction equation

HRID 1804181 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.[CH2:24]([C@@H:26]1[CH2:30][O:29][C:28](=[O:31])[NH:27]1)[CH3:25]>>[CH2:24]([C@@H:26]1[CH2:30][O:29][C:28](=[O:31])[N:27]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)[CH3:25]

Participants

3

Reactant 2

HCID 641503(4R)-4-ethyl-1,3-oxazolidin-2-oneHCID 58484591(6-Bromopyridin-3-yl)[4-(p-tolyloxy)piperidin-1-yl]methanone

Product 1

HCID 46190176(R)-4-ethyl-3-[5-(4-p-tolyloxypiperidine-1-carbonyl)pyridin-2-yl]oxazolidin-2-oneYield 20%

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-ethyloxazolidin-2-one (525 mg) described in Preparation Example 26, the title compound (262 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 40
  2. customdescribed in Preparation Example 26

Sources & evidence

ORD record
ord-6c397034ad944e5988bf103c627dc2b2
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Linked notes

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