1,3-Oxazol-2(5H)-one → 3-{3-Fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one

HRID 1804384Notes

Reaction equation

HRID 1804384 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:23])[CH:3]=1.[O:24]1[CH2:28][CH:27]=[N:26][C:25]1=[O:29]>>[F:23][C:4]1[CH:3]=[C:2]([N:26]2[CH2:27][CH2:28][O:24][C:25]2=[O:29])[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)=[O:9]

Participants

3

Reactant 2

HCID 144050941,3-Oxazol-2(5H)-oneHCID 58484600(4-Bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584845103-{3-Fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-oneYield 68.7%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone (378 mg) described in Preparation Example 184 and oxazolin-2-one (104 mg), the title compound (264 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110

Sources & evidence

ORD record
ord-7eebafab92ca4215a7a77cde0b9dc287
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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