4-(4-Methylphenoxy)piperidine → (R)-4-methyl-3-[4-(4-p-tolyloxypiperidine-1-carbonyl)phenyl]oxazolidin-2-one

HRID 1804182Notes

Reaction equation

HRID 1804182 reaction equation
[C:1]1([CH3:14])[CH:6]=[CH:5][C:4]([O:7][CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:3][CH:2]=1.[CH3:15][C@@H:16]1[CH2:20][O:19][C:18](=[O:21])[N:17]1[C:22]1[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=1>>[CH3:15][C@@H:16]1[CH2:20][O:19][C:18](=[O:21])[N:17]1[C:22]1[CH:30]=[CH:29][C:25]([C:26]([N:11]2[CH2:12][CH2:13][CH:8]([O:7][C:4]3[CH:3]=[CH:2][C:1]([CH3:14])=[CH:6][CH:5]=3)[CH2:9][CH2:10]2)=[O:27])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 38374974-(4-Methylphenoxy)piperidineHCID 58484719(R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acid

Product 1

HCID 67381285(R)-4-methyl-3-[4-(4-p-tolyloxypiperidine-1-carbonyl)phenyl]oxazolidin-2-oneYield 77.6%

Procedure

By reaction and treatment in the same manner as in Example 52 and using 4-(p-tolyloxy)piperidine (1 g) and (R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acid (1.2 g) described in Preparation Example 37, the title compound (1.6 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 52
  2. customdescribed in Preparation Example 37

Sources & evidence

ORD record
ord-878a4ab351534d078c1b314cc1ef2612
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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