Reaction #1563934

ord-5145d0342adf48869a4fef5269971fe7

Reaction equation

[BH4-].[Na+]
NaBH4
Fc1ccc(F)c(C2=NCCC2)c1
5-(2,5-difluorophenyl)-3,4-dihydro-2H-pyrrole
Fc1ccc(F)c(C2CCCN2)c1
title compound
Yield 79.8%
Fc1ccc(F)c(C2CCCN2)c1
2-(2,5-difluorophenyl)pyrrolidine
Yield 79.8%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe reaction mixture was quenched with 1N aqueous HCl solution
  2. 2
    Extractionextracted with DCM
  3. 3
    Dryingdried over anhydrous sodium sulphate
  4. 4
    Concentrationconcentrated under reduced pressure

Procedure

NaBH4 (12 g, 314.9 mmol) was added to a solution of 5-(2,5-difluorophenyl)-3,4-dihydro-2H-pyrrole (28.5 g, 157.4 mmol) in a mixture of MeOH:H2O (4:1, 250 mL) and stirring was continued at 25-35° C. for 2 h. The reaction mixture was quenched with 1N aqueous HCl solution and basified with 2N aqueous NaOH solution, extracted with DCM, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 23 g of the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09402833B2uspto-grants-2016_08