反応 #538659

反応方程式

N-Methyl-2-pyrrolidinone

2-chloro-7-methoxy-4-phenylbenzo[d]thiazole

1-(6-methylpyrimidin-4-yl)piperidin-4-amine dihydrochloride

Hunig's base

→

title compound

収率 25.5%

7-Methoxy-N-(1-(6-methylpyrimidin-4-yl)piperidin-4-yl)-4-phenylbenzo[d]thiazol-2-amine

収率 25.5%

溶媒

Water

dioxane

反応条件

後処理

1. 1
   抽出the reaction was extracted twice with dichloromethane
2. 2
   洗浄The combined organic layers were washed with water and with saturated aqueous sodium chloride solution
3. 3
   乾燥dried over sodium sulfate
4. 4
   ろ過filtered
5. 5
   その他The solvent was evaporated in vacuo
6. 6
   その他the residue was purified by column chromatography on silica gel using a gradient from dichloromethane to dichloromethane/methanol 9:1 (v/v) as eluent

実験手順

A solution of 2-chloro-7-methoxy-4-phenylbenzo[d]thiazole (100 mg, 363 μmol), 1-(6-methylpyrimidin-4-yl)piperidin-4-amine dihydrochloride (115 mg, 435 μmol) and Hunig's base (187 mg, 253 μL, 1.45 mmol) in dioxane (2 mL) was heated to 160° C. in a microwave oven for 30 minutes. N-Methyl-2-pyrrolidinone (0.5 mL) was added and the reaction was heated to 200° C. in a microwave oven for 2 hours. Water was added and the reaction was extracted twice with dichloromethane. The combined organic layers were washed with water and with saturated aqueous sodium chloride solution, dried over sodium sulfate and filtered. The solvent was evaporated in vacuo and the residue was purified by column chromatography on silica gel using a gradient from dichloromethane to dichloromethane/methanol 9:1 (v/v) as eluent to yield the title compound as a light brown solid (40 mg, 25%). MS ISP (m/e): 432.4 (100) [(M+H)+].

出典