Morpholine → Ethanone, 1-[3-fluoro-4-[4-[2-(4-morpholinyl)-5-nitrobenzoyl]-1-piperazinyl]phenyl]-

HRID 32647Notes

Reaction equation

HRID 32647 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:26](=[O:28])[CH3:27])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:25])[C:15]2[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=2F)[CH2:10][CH2:9]1.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>O>[N:29]1([C:16]2[CH:17]=[CH:18][C:19]([N+:21]([O-:23])=[O:22])=[CH:20][C:15]=2[C:14]([N:11]2[CH2:10][CH2:9][N:8]([C:7]3[CH:6]=[CH:5][C:4]([C:26](=[O:28])[CH3:27])=[CH:3][C:2]=3[F:1])[CH2:13][CH2:12]2)=[O:25])[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 13622671-{3-Fluoro-4-[4-(2-fluoro-5-nitrobenzoyl)piperazino]phenyl}-1-ethanone

Product 1

HCID 11396919Ethanone, 1-[3-fluoro-4-[4-[2-(4-morpholinyl)-5-nitrobenzoyl]-1-piperazinyl]phenyl]-Yield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1-{3-Fluoro-4-[4-(2-fluoro-5-nitro-benzoyl)-piperazin-1-yl]-phenyl}-ethanone (0.065 g, 0.167 mmol) in morpholine (0.29 ml) was heated for 30 minutes at 100° C. then cooled to room temperature and diluted with water. The resulting solid was filtered and dried to provide the title compound (71 mg, 93%) as a yellow solid, MS (m/e): 457.3 (M+H+, 100%)

Workup

  1. filtrationThe resulting solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-9197777f2e04435f9064bc97a21c1e7b
Source dataset
uspto-grants-2008_09
Patent number
US07427612B2

Reaction notes

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