反応 #168092

反応方程式

2-chloropropane

4-[6-(4-Trifluoromethylphenyl)pyridazin-3-yl][1,4]diazepane, dihydrochloride

triethylamine

Sodium hydride

→

title compound

収率 21.0%

1-Isopropyl-4-[6-(4-trifluoromethylphenyl)pyridazin-3-yl]-[1,4]diazepane, dihydrochloride

収率 21.0%

溶媒

N,N-dimethylformamide

THF

反応条件

後処理

1. 1
   温度the reaction mixture was heated 30 min at 160° C. and 30 min at 180° C. in a microwave oven
2. 2
   その他The reaction mixture was purified on a silicagel column (0.04-0.063 mesh)
3. 3
   その他This afforded a crude oil
4. 4
   workup.ADDITIONcontaining several components that
5. 5
   その他was purified further by preparative HPLC
6. 6
   workup.DISSOLUTIONThis afforded 9 mg of an oil which was dissolved into MeOH
7. 7
   workup.ADDITIONAddition of HCl in diethyl ether

実験手順

4-[6-(4-Trifluoromethylphenyl)pyridazin-3-yl][1,4]diazepane, dihydrochloride (0.028 g, 0.071 mmol) was suspended in THF (4 mL) and triethylamine (0.022 g, 0.21 mmol) was added. Sodium hydride (0.0085 g, 0.35 mmol) was added and the reaction mixture was stirred at rt for 20 min. Dry N,N-dimethylformamide (1 mL) and 2-chloropropane (0.056 g, 0.71 mmol) was added and the reaction mixture was heated 30 min at 160° C. and 30 min at 180° C. in a microwave oven. The reaction mixture was purified on a silicagel column (0.04-0.063 mesh) using dichloromethane/MeOH (9:1) as eluent. This afforded a crude oil containing several components that was purified further by preparative HPLC using Method B. This afforded 9 mg of an oil which was dissolved into MeOH. Addition of HCl in diethyl ether afforded 6.5 mg (21%) of the title compound as an oily dihydrochloride.

出典