Ammonia → HCID 67120721, compound

HRID 1665202Notes

Reaction equation

HRID 1665202 reaction equation
FC(F)(F)C([NH:5][CH2:6][C:7]1([NH:20]C(=O)C(F)(F)F)[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1)=O.N>CO>[NH2:5][CH2:6][C:7]1([NH2:20])[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86641914HCID 86641914, compound

Product 1

HCID 67120721HCID 67120721, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2,2,2-trifluoro-N-[1-pyridin-4-ylmethyl-4-(2,2,2-trifluoro-acetylamino)-piperidin-4-ylmethyl]-acetamide (200 mg, 0.49 mmol) in MeOH (10 ml) is added 30% aqueous ammonia solution (10 ml) and the reaction mixture is stirred at 60° C. for 3 h. The reaction mixture is concentrated in vacuo to obtain 4-Aminomethyl-1-pyridin-4-ylmethyl-piperidin-4-ylamine as a colourless gummy oil that is used without further purification; 1H NMR (DMSO-d6): 1.63-1.77 (4H, m), 2.45-2.54 (4H, m), 2.49 (2H, s), 3.57 (3H, s), 7.30 (2H, d, J=5.5 Hz), 8.68 (2H, d, J=5.5 Hz).

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-eec0ec1949f44e30a47c75e12e8d5946
Source dataset
uspto-grants-2011_10
Patent number
US08039472B2

Reaction notes

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