反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a suspension of LiAlH4 (0.70 g, 18.5 mmol) in THF (2.0 mL) was added a solution of N-ethyl-N-pyrazolo[1,5-a]pyridin-3-ylcyclopropanecarboxamide (0.77 g, 3.36 mmol) in THF (5.0 mL) at room temperature and stirred for 16 h. H2O (0.70 mL), 15% NaOH (0.70 mL) and H2O (2.1 mL) were added sequentially. Celite was added and filtered. The filtrate was concentrated in vacuo to dryness and the residue was subjected to column chromatography (E:H=1:4) to give 0.30 g (42%) of yellow oil as the title compound: 1H NMR (400 MHz, CDCl3) δ 8.35 (d, J=7.0 Hz, 1H), 7.82 (s, 1H), 7.56 (d, J=9.0 Hz, 1H), 7.02–6.98 (m, 1H), 6.70–6.66 (m, 1H), 3.21 (q, J=7.1 Hz, 2H), 2.92 (d, J=6.6 Hz, 2H), 1.06 (t, J=7.1 Hz, 3H), 0.92–0.88 (m, 1H), 0.46–0.41 (m, 2H), 0.11–0.08 (m, 2H); MS (EI) m/z 216.19 (M++H).
WORKUP
后处理
- additionCelite was added
- filtrationfiltered
- concentrationThe filtrate was concentrated in vacuo to dryness