反応 #45127

反応方程式

methyl 4-(1-prop-2-ynylpiperidin-4-yl)benzoate

5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine

trimethylaluminium

→

title compound

収率 51.8%

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(1-prop-2-ynylpiperidin-4-yl)benzamide

収率 51.8%

溶媒

toluene

反応条件

後処理

1. 1
   その他N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(1-prop-2-ynylpiperidin-4-yl)benzamide was prepared
2. 2
   その他The crude product was purified by silica column chromatography
3. 3
   洗浄eluting with a gradient of 0 to 5% 2.5M ammonia/methanol in DCM
4. 4
   その他Pure fractions were evaporated to dryness
5. 5
   その他the product crystallised from DCM/diethyl ether

実験手順

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(1-prop-2-ynylpiperidin-4-yl)benzamide was prepared following the procedure as outlined for Example 99, starting from methyl 4-(1-prop-2-ynylpiperidin-4-yl)benzoate (0.257 g, 1.00 mmol) and 5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine (0.247 g, 1 mmol) in dry toluene (10 mL) with 2M trimethylaluminium (1.250 mL, 2.50 mmol). The crude product was purified by silica column chromatography, eluting with a gradient of 0 to 5% 2.5M ammonia/methanol in DCM. Pure fractions were evaporated to dryness and the product crystallised from DCM/diethyl ether to give the title compound (0.245 g, 51.8%) as a white solid.

出典