Hydrochloric Acid → cis-(6-Methylpiperidin-3-yl)(pyrrolidin-1-yl)methanone hydrochloride

HRID 931325Notes

Reaction equation

HRID 931325 reaction equation
[ClH:1].[CH3:2][C@H:3]1[CH2:8][CH2:7][C@@H:6]([C:9]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:10])[CH2:5][N:4]1C(OC(C)(C)C)=O>CCOCC>[ClH:1].[CH3:2][C@H:3]1[NH:4][CH2:5][C@@H:6]([C:9]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:10])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131735166cis-Tert-butyl 2-methyl-5-(pyrrolidine-1-carbonyl)piperidine-1-carboxylate

Product 1

HCID 89853697cis-(6-Methylpiperidin-3-yl)(pyrrolidin-1-yl)methanone hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A saturated solution of hydrogen chloride in ether (50 mL) was added to a solution of cis-tert-butyl 2-methyl-5-(pyrrolidine-1-carbonyl)piperidine-1-carboxylate (4.0 g, 13.49 mmol) in ether (10 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 h. The excess ethereal hydrogen chloride was evaporated and the residue was concentrated from diethyl ether to afford cis-(6-methylpiperidin-3-yl)(pyrrolidin-1-yl)methanone hydrochloride (3.0 g). The material was used without further purification.

Workup

  1. customThe excess ethereal hydrogen chloride was evaporated
  2. concentrationthe residue was concentrated from diethyl ether

Sources & evidence

ORD record
ord-bb82f4b6b3f1465e8ab343505a7e7d54
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

Loading…