Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → Pyrazolo(1,5-a)pyrimidine

HRID 2050483Notes

Reaction equation

HRID 2050483 reaction equation
CS[C:3]1[N:8]2[N:9]=[CH:10][CH:11]=[C:7]2[N:6]=[CH:5][CH:4]=1.F[B-](F)(F)F.C[O+](C)C>C(Cl)Cl>[N:9]1[N:8]2[CH:3]=[CH:4][CH:5]=[N:6][C:7]2=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 200583217-Methylthiopyrazolo[1,5-a]pyrimidine

Product 1

HCID 11636795Pyrazolo(1,5-a)pyrimidineYield 27%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The quaternised pyrazolo [1,5-a]pyrimidine starting material was prepared as follows: To a solution of 7-methylthiopyrazolo[1,5-a]pyrimidine (1 g, 6 mmoles) in methylene chloride (25 ml) was added trimethyloxonium tetrafluoroborate (1 g, 6.7 mmoles). After stirring at room temperature for 1 hour, the solid was filtered and used without further purification, nmr 2.93 (s, 3 H): 4.27 (s, 3 H): 7.2 (d, 1 H) 7.55 (d, 1 H): 8.6 (d, 1 H): 9.0 (d, 1 H). Yield 27%.

Workup

  1. filtrationthe solid was filtered
  2. customused without further purification, nmr 2.93 (s, 3 H)

Sources & evidence

ORD record
ord-3d8156dcd8d64c5996225003eba38095
Source dataset
uspto-grants-1991_05
Patent number
US05013731

Reaction notes

Loading…