反応 #494963

反応方程式

3-nitro-1H-pyrazole-5-carboxylic acid

N,O-dimethylhydroxylamine hydrochloride

HATU

triethylamine

→

150a

収率 80.0%

N-Methoxy-N-methyl-3-nitro-1H-pyrazole-5-carboxamide

収率 80.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他A 500-mL single-neck round-bottomed flask equipped with a magnetic stirrer
2. 2
   その他The solvent was removed under reduced pressure
3. 3
   その他The resulting residue was purified by silica-gel column chromatography
4. 4
   洗浄eluting with 100:1 dichloromethane/methanol

実験手順

A 500-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with 3-nitro-1H-pyrazole-5-carboxylic acid (15.7 g, 1.0 eq., 100 mmol), N,O-dimethylhydroxylamine hydrochloride (19.5 g, 2.0 eq., 200 mmol), HATU (76.0 g, 2.0 eq., 200 mmol), triethylamine (40.4 g, 4.0 eq., 400 mmol), and dichloromethane (300 mL). The reaction mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure. The resulting residue was purified by silica-gel column chromatography eluting with 100:1 dichloromethane/methanol to afford 150a (16.0 g, 80%) as a white solid. MS-ESI: [M+H]+ 201.1

出典