2-Oxazolidinone → 3-{5-[4-(5-Cyano-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}oxazolidin-2-one

HRID 1804302Notes

Reaction equation

HRID 1804302 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:23]([CH3:24])=[CH:22][C:19]([C:20]#[N:21])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[O:25]1[CH2:29][CH2:28][NH:27][C:26]1=[O:30]>>[C:20]([C:19]1[CH:22]=[C:23]([CH3:24])[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:4]=[CH:3][C:2]([N:27]4[CH2:28][CH2:29][O:25][C:26]4=[O:30])=[N:7][CH:6]=3)=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=1)#[N:21]

Participants

3

Reactant 2

HCID 739492-OxazolidinoneHCID 584845186-[4-(6-Bromopyridine-3-carbonyl)piperazin-1-yl]-5-methylnicotinonitrile

Product 1

HCID 584844913-{5-[4-(5-Cyano-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}oxazolidin-2-oneYield 82.2%

Procedure

By reaction and treatment in the same manner as in Example 1 and using 6-[4-(6-bromopyridine-3-carbonyl)piperazin-1-yl]-5-methylnicotinonitrile (200 mg) described in Preparation Example 131 and oxazolidin-2-one (68 mg), the title compound (167 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-a41511261578467a9552cbf1bd604281
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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