反応 #77844

反応方程式

2,5-dibromopyridine

N-acetyl-propargylamine

→

1-2

収率 89.7%

N-[3-(5-Bromopyridin-2-yl)prop-2-ynyl]acetamide

収率 89.7%

溶媒

diisopropylamine

ethyl acetate

反応条件

後処理

1. 1
   ろ過The solid was filtered
2. 2
   洗浄washed with ethyl acetate
3. 3
   洗浄The filtrate and wash
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他The residue was purified by silica gel column chromatography

実験手順

A mixture of 2,5-dibromopyridine (1-1) (1.19 g), N-acetyl-propargylamine (733 mg), CuI (10 mg), and Pd(PPh3)2Cl2 (73 mg) in diisopropylamine (20 mL) was stirred at ambient temperature under nitrogen atmosphere over 3 days. The mixture was diluted with ethyl acetate (50 mL). The solid was filtered and washed with ethyl acetate. The filtrate and wash were combined and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate as eluant to give crystalline 1-2 (1.14 g).

出典