(R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid → (R)-3-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-one

HRID 1804192Notes

Reaction equation

HRID 1804192 reaction equation
Cl.[CH:2]1([C:5]2[CH:6]=[C:7]([CH3:17])[C:8]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[N:9][CH:10]=2)[CH2:4][CH2:3]1.[CH:18]([C@@H:21]1[CH2:25][O:24][C:23](=[O:26])[N:22]1[C:27]1[CH:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][CH:28]=1)([CH3:20])[CH3:19]>>[CH:2]1([C:5]2[CH:6]=[C:7]([CH3:17])[C:8]([N:11]3[CH2:12][CH2:13][N:14]([C:31]([C:30]4[CH:29]=[CH:28][C:27]([N:22]5[C@H:21]([CH:18]([CH3:19])[CH3:20])[CH2:25][O:24][C:23]5=[O:26])=[CH:35][CH:34]=4)=[O:32])[CH2:15][CH2:16]3)=[N:9][CH:10]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 58484694(R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acidHCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 67380778(R)-3-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-oneYield 42.5%

Procedure

By reaction and treatment in the same manner as in Example 29 and using 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride (381 mg) described in Preparation Example 49 and (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid (374 mg) described in Preparation Example 18, the title compound (286 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 29
  2. customdescribed in Preparation Example 18

Sources & evidence

ORD record
ord-55c3636361f740d28556b1608087f7ba
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

Loading…