Reacción #657260

ord-00b71c285b6a4174b22690b450dfd9e6

Ecuación de reacción

COC(=O)c1n[nH]c(C(=O)OC)c1C(=O)OC
trimethyl-3,4,5-pyrazoletricarboxylate
c1cn[nH]c1
pyrazole
[H-].[Na+]
sodium hydride
ClC(c1ccccc1)(c1ccccc1)c1ccccc1
trityl chloride
COC(=O)c1nn(C(c2ccccc2)(c2ccccc2)c2ccccc2)c(C(=O)OC)c1C(=O)OC
title compound
Rendimiento 90.0%
COC(=O)c1nn(C(c2ccccc2)(c2ccccc2)c2ccccc2)c(C(=O)OC)c1C(=O)OC
Trimethyl 1-trityl-3,4,5-pyrazoletricarboxylate
Rendimiento 90.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe synthesis of this compound
  2. 2
    OtroAfter removal of the solvent under vacuum
  3. 3
    Lavadothe resulting residue was washed with distilled water, n-hexane
  4. 4
    Otrofinally dried under vacuum

Procedimiento

The synthesis of this compound was done by tritylation of trimethyl-3,4,5-pyrazoletricarboxylate (1680 mg, 6.94 mmol) using a procedure similar to the one described in examples 2 and 3 for the synthesis of other tritylated pyrazole derivatives. The starting pyrazole reacted with sodium hydride (405 mg, 10.13 mmol) in dry dimethylformamide (80 mL) for 30 min at room temperature. Then, trityl chloride (1935 mg, 6.94 mmol) was added and the reaction mixture stirred overnight at room temperature. After removal of the solvent under vacuum, the resulting residue was washed with distilled water, n-hexane, and finally dried under vacuum to afford the title compound, as a white microcrystalline solid. Yield: 90% (3.034 g, 6.26 mmol).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09023315B2uspto-grants-2015_05