Hydrochloric Acid → cis-(4-Methylpiperidin-3-yl)(pyrrolidin-1-yl)methanone

HRID 931305Notes

Reaction equation

HRID 931305 reaction equation
Cl.[CH3:2][C@H:3]1[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][C@H:4]1[C:16]([N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)=[O:17]>CCOCC>[CH3:2][C@H:3]1[CH2:8][CH2:7][NH:6][CH2:5][C@H:4]1[C:16]([N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131735165cis-Tert-butyl 4-methyl-3-(pyrrolidine-1-carbonyl)piperidine-1-carboxylate

Product 1

HCID 89853245cis-(4-Methylpiperidin-3-yl)(pyrrolidin-1-yl)methanoneYield 98.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Saturated ethereal hydrogen chloride (40 mL) was added to a solution of cis-tert-butyl 4-methyl-3-(pyrrolidine-1-carbonyl)piperidine-1-carboxylate (2.6 g, 8.78 mmol) in ether (20 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 h. The solvent was removed under reduced pressure to afford cis-(4-methylpiperidin-3-yl)(pyrrolidin-1-yl)methanone (1.7 g).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4e787fe8d92b4b6d95e3f73b08b75e92
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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