Octylamine → 3-Ethyl-2-oxopyrrolidine-3-carbonitrile

HRID 632773Notes

Reaction equation

HRID 632773 reaction equation
[CH2:1]([C:3]1([C:18]#[N:19])[CH2:7][CH2:6][N:5](C(=O)C2C=CC(F)=CC=2)[C:4]1=[O:17])[CH3:2].C(N)CCCCCCC>C1COCC1>[CH2:1]([C:3]1([C:18]#[N:19])[CH2:7][CH2:6][NH:5][C:4]1=[O:17])[CH3:2]

Participants

4

Reactant 2

HCID 8143OctylamineHCID 1178403873-Ethyl-1-(4-fluorobenzoyl)-2-oxopyrrolidine-3-carbonitrile

Product 1

HCID 553002093-Ethyl-2-oxopyrrolidine-3-carbonitrileYield 97.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-ethyl-1-(4-fluorobenzoyl)-2-oxopyrrolidine-3-carbonitrile (11 g) in THF (80 mL) was added octylamine (8.5 mL). The reaction mixture was stirred at room temperature for 60 hr, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.7 g).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b1022554c3504927a182a745e0313810
Source dataset
uspto-grants-2016_04
Patent number
US09321757B2

Reaction notes

Loading…