Hydrochloric Acid → (R)-piperidin-3-yl(pyrrolidin-1-yl)methanone

HRID 931180Notes

Reaction equation

HRID 931180 reaction equation
[N:1]1([C:6]([C@@H:8]2[CH2:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>CO.O1CCOCC1>[NH:10]1[CH2:11][CH2:12][CH2:13][C@@H:8]([C:6]([N:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[O:7])[CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 28167609(R)-tert-butyl 3-(pyrrolidine-1-carbonyl)piperidine-1-carboxylate

Product 1

HCID 7169819(R)-piperidin-3-yl(pyrrolidin-1-yl)methanone

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
30 °C

Procedure

To a solution of (R)-tert-butyl 3-(pyrrolidine-1-carbonyl)piperidine-1-carboxylate in methanol (120 mL) was slowly added a solution of hydrogen chloride in 1,4-dioxane (30 mL, 4M). The mixture was stirred at 30° C. for 2 h. The solvent was removed under reduced pressure to afford (R)-piperidin-3-yl(pyrrolidin-1-yl)methanone, which was used in the next step without further purification.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-a3997c2fb02047c99f25e097ee8e3e45
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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