Trifluoroacetic acid → HCID 21905807, compound

HRID 1755062Notes

Reaction equation

HRID 1755062 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][C:18]([NH2:24])([C:21](=[O:23])[NH2:22])[CH2:17][CH2:16]1)=O)(C)(C)C>ClCCl>[NH2:24][C:18]1([C:21]([NH2:22])=[O:23])[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10562199tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate

Product 1

HCID 21905807HCID 21905807, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (6.17 mL, 83.0 mmol) was added to a solution of 4-amino-4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester (2.02 g, 8.30 mmol) in dichloromethane (16.6 mL), and the mixture was stirred at room temperature for 1.5 hours. The reaction solution was concentrated under reduced pressure. The residue was dissolved in methanol (2.00 mL), repeatedly concentrated under reduced pressure twice and dried under reduced pressure to give 4-amino-piperidine-4-carboxylic amide 2TFA salt as a colorless substance (3.25 g).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in methanol (2.00 mL)
  3. concentrationrepeatedly concentrated under reduced pressure twice
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-b645c03848244125929f9df3ee0e3a5b
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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