Water → 4-Piperidinecarboxylic acid, 1-(2-amino-4-fluorophenyl)-, hydrochloride (1:1)

HRID 722236Notes

Reaction equation

HRID 722236 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]2)=[C:4]([N+:17]([O-])=O)[CH:3]=1.[Sn](Cl)[Cl:21].O>C(OCC)(=O)C>[ClH:21].[NH2:17][C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=1[N:8]1[CH2:9][CH2:10][CH:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 962WaterHCID 24479Stannous ChlorideHCID 218838811-(4-Fluoro-2-nitrophenyl)piperidine-4-carboxylic acid

Product 1

HCID 694370374-Piperidinecarboxylic acid, 1-(2-amino-4-fluorophenyl)-, hydrochloride (1:1)

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The solution of 804 mg of 1-(4-fluoro-2-nitrophenyl)piperidine-4-carboxylic acid in 40 ml of ethyl acetate was admixed with 3.8 g of tin(II) chloride and stirred at RT for 2 hours. 50 ml of water were then added and the mixture was filtered through a clarifying layer. The ethyl acetate phase was removed, dried over sodium sulfate and concentrated by rotary evaporator, leaving a semisolid residue which was subjected directly to further reaction.

Workup

  1. filtrationthe mixture was filtered through a clarifying layer
  2. customThe ethyl acetate phase was removed
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated by rotary evaporator
  5. customleaving a semisolid residue which
  6. customwas subjected directly to further reaction

Sources & evidence

ORD record
ord-d670a9bbec454d9b8a7d2294061c64b5
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

Loading…