Hydrochloric Acid → 1-(4-Piperidinylmethyl)4-(4-pyridyl)piperidine hydrochloride

HRID 1936571Notes

Reaction equation

HRID 1936571 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[CH2:18][CH2:17]2)[CH2:11][CH2:10]1)=O)(C)(C)C>C(OCC)(=O)C>[ClH:1].[NH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][N:16]2[CH2:17][CH2:18][CH:19]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[CH2:20][CH2:21]2)[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18328914HCID 18328914, compound

Product 1

HCID 224622451-(4-Piperidinylmethyl)4-(4-pyridyl)piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Ethyl acetate saturated with gaseous HCl (50 ml) was added to a solution of 1-[1-tert-butoxycarbonyl(4-piperidinylmethyl)]-4-(4-pyridyl)piperidine (1.65 g) in ethyl acetate (15 ml) and the resulting suspension stirred at ambient temperature for 2 hours. Solvent was evaporated to give 1-(4-piperidinylmethyl)4-(4-pyridyl)piperidine hydrochloride (1.70 g) as a yellow hygroscopic foam: NMR (d6-DMSO): 1.40 (m, 2H), 2.00 (m, 4H). 2.20 (m, 1H), 2.40 (m, 1H), 2.80 (m, 2H), 3.00 (m, 4H), 3.20 (m, 4H), 3.60 (d, 2H), 7.85 (d, 2H), 8.80 (d, 2H): m/z 260 (M+1).

Workup

  1. customSolvent was evaporated

Sources & evidence

ORD record
ord-f246ed0c0ec140588681c904a02b0016
Source dataset
uspto-grants-2002_05
Patent number
US06391880B1

Reaction notes

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