Ammonia → Tert-butyl 4-carbamoyl-4-fluoropiperidine-1-carboxylate

HRID 2168799Notes

Reaction equation

HRID 2168799 reaction equation
C([O:3][C:4]([C:6]1([F:19])[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1)=O)C.[NH3:20]>CO>[C:15]([O:14][C:12]([N:9]1[CH2:10][CH2:11][C:6]([C:4](=[O:3])[NH2:20])([F:19])[CH2:7][CH2:8]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21306965Ethyl N-Boc-4-fluoropiperidine-4-carboxylate

Product 1

HCID 46942209Tert-butyl 4-carbamoyl-4-fluoropiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Fluoro-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (1.8 mmol, 0.5 g) was taken in 7M NH3 in MeOH (5 mL) and stirred at room temperature for 12 h in a sealed vial. All volatiles were removed under reduced pressure to provide 4-carbamoyl-4-fluoro-piperidine-1-carboxylic acid tert-butyl ester as white solid.

Workup

  1. customAll volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-530aa9c097574c7f8544cd7be928f520
Source dataset
uspto-grants-2015_06
Patent number
US09045461B2

Reaction notes

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