HCID 14804457, compound → (2R)-2-Amino-1-(1-pyrrolidinyl)-1-propanone

HRID 1366431Notes

Reaction equation

HRID 1366431 reaction equation
[CH3:1][C@@H:2]([NH:10]C(=O)OCC1C=CC=CC=1)[C:3](=[O:9])[N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1>CO>[O:9]=[C:3]([N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1)[C@H:2]([NH2:10])[CH3:1]

Participants

3

Reactant 1

HCID 14804457HCID 14804457, compound

Product 1

HCID 28172365(2R)-2-Amino-1-(1-pyrrolidinyl)-1-propanoneYield 91.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Phenylmethyl [(1R)-1-methyl-2-oxo-2-(1-pyrrolidinyl)ethyl]carbamate (496 mg, 1.8 mmol) was dissolved in 20 mL of MeOH, degassed and placed under argon. 10% Pd/C (125 mg) was added, and the contents were thoroughly degassed and placed under a hydrogen balloon overnight. The contents were then degassed and filtered through Celite, and the Celite pad was washed with DCM and MeOH. The resulting filtrate was concentrated in vacuo to provide the (2R)-1-oxo-1-(1-pyrrolidinyl)-2-propanamine (235 mg, 91%). LCMS: (M+H)+: 143.1.

Workup

  1. customdegassed
  2. addition10% Pd/C (125 mg) was added
  3. customthe contents were thoroughly degassed
  4. customballoon overnight
  5. customThe contents were then degassed
  6. filtrationfiltered through Celite
  7. washthe Celite pad was washed with DCM and MeOH
  8. concentrationThe resulting filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-7d361749bb904d8894595a09e348ab99
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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