Reaction #1256734

ord-50dd3d71a89d450f9f61cd0575efbd01

Reaction equation

Cn1cc(C(F)(F)F)c(CC#N)n1
[1-methyl-4-(trifluoromethyl)-1H-pyrazol-3-yl]acetonitrile
CC(C)(C)OC(=O)OC(C)(C)C
di-terbutyl carbonate
[BH4-].[Na+]
Sodium borohydride
Cn1cc(C(F)(F)F)c(CCNC(=O)OC(C)(C)C)n1
tert-butyl {2-[1-methyl-4-(trifluoromethyl)-1H-pyrazol-3-yl]ethyl}carbamate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONis added portionwise to the reaction mixture
  2. 2
    Otheris allowed to room temperature

Procedure

The [1-methyl-4-(trifluoromethyl)-1H-pyrazol-3-yl]acetonitrile (4.76 mmol, 0.90 g), the di-terbutyl carbonate (9.52 mmol, 2.08 g) and nickel chloride hexahydrate (4.77 mmol, 1.13 g) are added to methanol (10 ml) at room temperature. Sodium borohydride (13.1 mmol, 0.49 g). is added portionwise to the reaction mixture. The reaction mixture is allowed to room temperature and stirred for three hours.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07825068B2uspto-grants-2010_11