Water → HCID 86713361, compound

HRID 928063Notes

Reaction equation

HRID 928063 reaction equation
I[CH2:2][CH3:3].Cl.[NH:5]1[CH2:9][CH2:8][C@@H:7]([CH2:10][C:11]#[N:12])[CH2:6]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH2:2]([N:5]1[CH2:9][CH2:8][C@@H:7]([CH2:10][C:11]#[N:12])[CH2:6]1)[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 86713362HCID 86713362, compound2×

Product 1

HCID 86713361HCID 86713361, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Iodoethane (10.1 g) was added to a mixture of 2-((S)-pyrrolidin-3-yl)acetonitrile hydrochloride (Intermediate 205, 7.9 g) and potassium carbonate (29.7 g) in DMF (20 mL) and the resultant mixture was stirred at room temperature for 5 hours. Water was added and the mixture was extracted with ethyl acetate, washed with brine, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness to give 2-((S)-1-ethylpyrrolidin-3-yl)acetonitrile (3.8 g) as a yellow oil which was used without further characterisation.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-952f120676e841b09856b8d643ef1ad9
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

Loading…