Reacción #1994318

Ecuación de reacción

chloro-methoxy-methane

5-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-1H-indazole-7-carboxylic acid isopropylamide

KOH

t-BuOK

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title product

5-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-1-methoxymethyl-1H-indazole-7-carboxylic acid isopropylamide

Disolventes

THF

water

AcOEt

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe resulting reaction mixture
2. 2
   OtroThe phases were separated
3. 3
   ExtracciónThe aqueous layer was extracted with AcOEt
4. 4
   LavadoThe organic layers were washed with water
5. 5
   Secadodried over MgSO4
6. 6
   Concentraciónconcentrated in vacuo
7. 7
   OtroPurification of the residue by reverse phase HPLC

Procedimiento

A mixture of 5-chloro-6-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-1H-indazole-7-carboxylic acid isopropylamide (1.00 g, 1.90 mmol), KOH (310 mgs, 5.70 mmol) and t-BuOK (6.4 mg, 0.02 mmol) in THF (5 mL) was treated dropwise with chloro-methoxy-methane (0.39 mL, 5.1 mmol). The resulting reaction mixture was stirred at ambient temperature for 18 h. AcOEt and water was added. The phases were separated. The aqueous layer was extracted with AcOEt. The organic layers were washed with water, combined, dried over MgSO4 and concentrated in vacuo. Purification of the residue by reverse phase HPLC affords the title product as a colorless solid. M.p. 180-182° C., LC/MS: 570/572 (M+H)+, 592/594 (M+Na)+.

Fuente