Hydrochloric Acid → 1-[(2S)-2-pyrrolidinylmethyl]piperidine hydrochloride

HRID 1366697Notes

Reaction equation

HRID 1366697 reaction equation
C1(C[N:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)C=CC=CC=1.[ClH:20]>CO>[ClH:20].[NH:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 669367461-{[(2S)-1-(phenylmethyl)-2-pyrrolidinyl]methyl}piperidine

Product 1

HCID 669365231-[(2S)-2-pyrrolidinylmethyl]piperidine hydrochlorideYield 123%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-{[(2S)-1-(Phenylmethyl)-2-pyrrolidinyl]methyl}piperidine (710 mg, 2.747 mmol) was dissolved in a mixture of MeOH (20 mL) and 1N HCl (6 mL, 6.044 mmol), degassed and placed under argon. 10% Pd/C (213 mg) was added, and the contents were thoroughly degassed and placed under a hydrogen balloon for 2 h. The contents were then degassed, and the Pd/C was removed by filtration through a fiberglass filter, washing with MeOH. The filtrate was concentrated in vacuo to provide pure 1-[(2S)-2-pyrrolidinylmethyl]piperidine hydrochloride (692 mg, >99%). LCMS: (M+H)+: 169.2.

Workup

  1. customdegassed
  2. addition10% Pd/C (213 mg) was added
  3. customthe contents were thoroughly degassed
  4. customfor 2 h
  5. customThe contents were then degassed
  6. customthe Pd/C was removed by filtration through a fiberglass
  7. filtrationfilter
  8. washwashing with MeOH
  9. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-abdd6bfcaa9e4626873cae75f0b25e13
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

Loading…