反応 #1994323

反応方程式

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

NaH

AcOEt

2,2,2-trifluoroethyl trifluoromethanesulfonate

→

title compound

6-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-5-methyl-2-(2,2,2-trifluoro-ethyl)-2H-indazole-7-carboxylic acid isopropylamide

溶媒

THF

water

反応条件

後処理

1. 1
   その他The resulting reaction mixture
2. 2
   workup.STIRRINGwas stirred for 4 hours at 60° C
3. 3
   その他The phases were separated
4. 4
   抽出The aqueous layer was extracted with AcOEt
5. 5
   洗浄The organic layers were washed with water
6. 6
   乾燥dried over MgSO4
7. 7
   濃縮concentrated in vacuo
8. 8
   その他Purification of the residue by flash-chromatography (SiO2, Toluene/AcOEt 7:3)

実験手順

A mixture of 6-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-5-methyl-2H-indazole-7-carboxylic acid isopropylamide (500 mg, 1.07 mmol) and NaH (60%) (67 mg, 1.6 mmol) in THF (5 mL) was stirred for 1 hour at ambient temperature, and was treated with 2,2,2-trifluoroethyl trifluoromethanesulfonate (246 mg, 1.06 mmol). The resulting reaction mixture was stirred for 4 hours at 60° C. 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 flash-chromatography (SiO2, Toluene/AcOEt 7:3) afforded the title compound as a colorless crystalline solid. M.p. 178-181° C., LC/MS: 550 (M+H)+, 572/574 (M+Na)+.

出典