反応 #90722

反応方程式

HATU

Water

1-methyl-4,5,6,7-tetrahydro-1H-indazole-4-carboxylic acid

(3-chloropyrazin-2-yl)methanamine hydrochloride

→

N-((3-chloropyrazin-2-yl)methyl)-1-methyl-4,5,6,7-tetrahydro-1H-indazole-4-carboxamide

収率 15.0%

溶媒

DCM

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 2 hours
2. 2
   その他the DCM layers was separated
3. 3
   洗浄washed with brine
4. 4
   乾燥dried over Na2SO4
5. 5
   その他The solvent was removed
6. 6
   その他the residue was purified by column chromatography on silica gel (PE/THF=5/1 v/v %)

実験手順

To a solution of 1-methyl-4,5,6,7-tetrahydro-1H-indazole-4-carboxylic acid (6 g, 33 mmol) and (3-chloropyrazin-2-yl)methanamine hydrochloride (6 g, 33 mmol) in 200 mL of DCM was added TEA (9 g, 88 mmol) dropwise. The resulting mixture was stirred at room temperature for 5 mins, and then HATU (12.5 g, 33 mmol) was added to the solution in portions at 0° C. The mixture was stirred at room temperature for 2 hours. Water was added, the DCM layers was separated, and washed with brine, dried over Na2SO4. The solvent was removed and the residue was purified by column chromatography on silica gel (PE/THF=5/1 v/v %) to afford N-((3-chloropyrazin-2-yl)methyl)-1-methyl-4,5,6,7-tetrahydro-1H-indazole-4-carboxamide (1.5 g, 15%).

出典