Réaction #657260

ord-00b71c285b6a4174b22690b450dfd9e6

Équation de réaction

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
Rendement 90.0%
COC(=O)c1nn(C(c2ccccc2)(c2ccccc2)c2ccccc2)c(C(=O)OC)c1C(=O)OC
Trimethyl 1-trityl-3,4,5-pyrazoletricarboxylate
Rendement 90.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe synthesis of this compound
  2. 2
    AutreAfter removal of the solvent under vacuum
  3. 3
    Lavagethe resulting residue was washed with distilled water, n-hexane
  4. 4
    Autrefinally dried under vacuum

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09023315B2uspto-grants-2015_05