Benzyl 4-methoxy-2-(1-methoxycyclopropyl)pyrrolidine-1-carboxylate → 4-Methoxy-2-(1-methoxycyclopropyl)pyrrolidine

HRID 81136Notes

Reaction equation

HRID 81136 reaction equation
[CH3:1][O:2][CH:3]1[CH2:7][N:6](C(OCC2C=CC=CC=2)=O)[CH:5]([C:18]2([O:21][CH3:22])[CH2:20][CH2:19]2)[CH2:4]1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][CH:3]1[CH2:7][NH:6][CH:5]([C:18]2([O:21][CH3:22])[CH2:20][CH2:19]2)[CH2:4]1

Participants

5

Reactant 2

HCID 86724494Benzyl 4-methoxy-2-(1-methoxycyclopropyl)pyrrolidine-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 867244954-Methoxy-2-(1-methoxycyclopropyl)pyrrolidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To benzyl 4-methoxy-2-(1-methoxycyclopropyl)pyrrolidine-1-carboxylate (141 mg, 0.462 mmol) dissolved in ethyl acetate (3.1 mL) was added palladium on carbon (49.1 mg, 0.05 mmol). Hydrogen gas was added via balloon and the reaction was stirred at room temperature for 3 hours. The mixture was filtered over celite and concentrated under reduced pressure to afford 4-methoxy-2-(1-methoxycyclopropyl)pyrrolidine.

Workup

  1. filtrationThe mixture was filtered over celite and
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-42d9d219fb804727a47f3f298fb60684
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

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