Reaction #83236

ord-6b24fbafc9a143c2929c198ab30d8ffd

Reaction equation

Nc1[nH]nc(-c2ccc(F)cc2)c1-c1ccncc1
5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole
CCOC=C(C#N)C#N
1,1-dicyano-2-ethoxyethylene
N#Cc1cnc2c(-c3ccncc3)c(-c3ccc(F)cc3)nn2c1N
7-amino-6-cyano-2-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine
Yield 59.3%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewas refluxed for 1 hour
  2. 2
    ConcentrationThe reaction mixture was concentrated in vacuo
  3. 3
    Otherthe residue was crystallized from ethanol

Procedure

A mixture of 5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole (100 mg) and 1,1-dicyano-2-ethoxyethylene (49 mg) in acetic acid (2 ml) was refluxed for 1 hour. The reaction mixture was concentrated in vacuo and the residue was crystallized from ethanol to give 7-amino-6-cyano-2-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (77 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05624931uspto-grants-1997_04