Hydrochloric Acid → 1-(4-Fluoro-2-nitrophenyl)piperidine-4-carboxylic acid

HRID 722235Notes

Reaction equation

HRID 722235 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[CH2:17][CH2:16][CH:15]([C:18]([OH:20])=[O:19])[CH2:14][CH2:13]1.CN1C(=O)CCC1.Cl>O>[F:8][C:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH2:17][CH2:16][CH:15]([C:18]([OH:20])=[O:19])[CH2:14][CH2:13]2)=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 37734-Piperidinecarboxylic acidHCID 13387N-methyl-2-pyrrolidoneHCID 677672,5-Difluoronitrobenzene

Product 1

HCID 218838811-(4-Fluoro-2-nitrophenyl)piperidine-4-carboxylic acid

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 piperidine-4-carboxylic acid and 10 ml of NMP was heated with stirring to 80° C. for 2 hours. After it had been allowed to cool, 30 ml of water were added and the mixture was made weakly acidic using 2N hydrochloric acid and stirred at RT. The precipitated solid was filtered off with suction and dried under reduced pressure.

Workup

  1. temperaturewas heated
  2. temperatureto cool
  3. stirringstirred at RT
  4. filtrationThe precipitated solid was filtered off with suction
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-c1bef3095cf04279991447ded646426f
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

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