Sodium Hydroxide → tert-Butyl 4-(aminomethyl)-4-(4-cyclopropylpiperazin-1-yl)-piperidine-1-carboxylate

HRID 45997Notes

Reaction equation

HRID 45997 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3([CH2:23][NH:24]C(=O)C(F)(F)F)[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[OH-].[Na+]>CO>[NH2:24][CH2:23][C:10]1([N:7]2[CH2:8][CH2:9][N:4]([CH:1]3[CH2:3][CH2:2]3)[CH2:5][CH2:6]2)[CH2:11][CH2:12][N:13]([C:16]([O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[O:17])[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57989615HCID 57989615, compound

Product 1

HCID 57989604tert-Butyl 4-(aminomethyl)-4-(4-cyclopropylpiperazin-1-yl)-piperidine-1-carboxylateYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 4-(4-cyclopropylpiperazin-1-yl)-4-((2,2,2-trifluoroacetamido)methyl)piperidine-1-carboxylate (3.22 mmol) in methanol (8 ml) was added 1 N NaOH solution (13 ml) and the reaction mixture was stirred at room temperature for 2 h. After completion the reaction mixture was extracted with ethyl acetate (3×). The combined organic layers were washed with brine, dried over sodium sulfate and the solvent was evaporated under reduced pressure to obtain the desired product. Yield: 90%.

Workup

  1. extractionAfter completion the reaction mixture was extracted with ethyl acetate (3×)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-38d6632dabe44206b225f6cbed79f0f4
Source dataset
uspto-grants-2013_09
Patent number
US08541573B2

Reaction notes

Loading…