Trifluoroacetic acid → 1-(1-(Oxetan-3-yl)-piperidin-4-yl)-piperazine

HRID 919371Notes

Reaction equation

HRID 919371 reaction equation
[O:1]1[CH2:4][CH:3]([N:5]2[CH2:10][CH2:9][CH:8]([N:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[CH2:7][CH2:6]2)[CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[O:1]1[CH2:4][CH:3]([N:5]2[CH2:6][CH2:7][CH:8]([N:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[CH2:9][CH2:10]2)[CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90421509Tert-butyl 4-(1-(oxetan-3-yl)-piperidin-4-yl)-piperazine-1-carboxylate

Product 1

HCID 904215421-(1-(Oxetan-3-yl)-piperidin-4-yl)-piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 100 ml round-bottom flask 1.63 g (5.01 mmol) of tert-butyl 4-(1-(oxetan-3-yl)-piperidin-4-yl)-piperazine-1-carboxylate were dissolved in 5 ml of dichloromethane. 3 ml (38.9 mmol) of trifluoroacetic acid were added and the reaction was stirred for 30 min. The solution was concentrated and digested in 40 ml of methyl-tert-butyl ether. The solid was filtered and washed with 20 ml of methyl-tert-butyl ether to yield 2.79 of the title compound as a white solid.

Workup

  1. concentrationThe solution was concentrated
  2. filtrationThe solid was filtered
  3. washwashed with 20 ml of methyl-tert-butyl ether

Sources & evidence

ORD record
ord-692d215bab964f9aad72eaa4326bd19f
Source dataset
uspto-grants-2016_03
Patent number
US09273036B2

Reaction notes

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