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

HRID 1804392Notes

Reaction equation

HRID 1804392 reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH:23]4[CH2:25][CH2:24]4)=[CH:19][N:18]=3)[CH2:13][CH2:12]2)=[O:10])=[C:4]([F:26])[CH:3]=1.[O:27]1[CH2:31][CH:30]=[N:29][C:28]1=[O:32]>>[CH:23]1([C:20]2[CH:21]=[CH:22][C:17]([N:14]3[CH2:15][CH2:16][N:11]([C:9]([C:5]4[C:6]([F:8])=[CH:7][C:2]([N:29]5[CH2:30][CH2:31][O:27][C:28]5=[O:32])=[CH:3][C:4]=4[F:26])=[O:10])[CH2:12][CH2:13]3)=[N:18][CH:19]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 144050941,3-Oxazol-2(5H)-oneHCID 58484548(4-Bromo-2,6-difluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584846553-{4-[4-(5-Cyclopropylpyridin-2-yl)piperazine-1-carbonyl]-3,5-difluorophenyl}oxazolidin-2-oneYield 68.2%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2,6-difluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone (422 mg) described in Preparation Example 189 and oxazolin-2-one (104 mg), the title compound (292 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-49d0933da52746319e59a862425458b7
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

Loading…