N-methyl-2-pyrrolidone → 1-(4-Fluoro-2-nitrophenyl)piperidine-3-carboxamide

HRID 722232Notes

Reaction equation

HRID 722232 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH:12]1[CH2:20][CH2:19][CH2:18][CH:14]([C:15]([NH2:17])=[O:16])[CH2:13]1.CN1C(=O)CCC1>O>[F:8][C:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH2:20][CH2:19][CH2:18][CH:14]([C:15]([NH2:17])=[O:16])[CH2:13]2)=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

5

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 677672,5-DifluoronitrobenzeneHCID 929803-Piperidinecarboxamide

Product 1

HCID 218839121-(4-Fluoro-2-nitrophenyl)piperidine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

The mixture consisting of 1.62 g of 2,5-difluoronitrobenzene, 1.9 g of nipecotamide and 10 ml of NMP was heated with stirring to 80° C. for 2 hours. After the mixture had been allowed to cool, 30 ml of water were added and the mixture was stirred at RT for 30 minutes. The precipitated solid was filtered off with suction and dried under reduced pressure.

Workup

  1. temperaturewas heated
  2. temperatureto cool
  3. stirringthe mixture was stirred at RT for 30 minutes
  4. filtrationThe precipitated solid was filtered off with suction
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-74461f99bffd49d08ace61153edfed1a
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

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