反応 #2358603

反応方程式

tert-butyl (1-amino-3-(trifluoromethyl)-1H-pyrazol-5-yl)methylcarbamate

acetic acid

ethyl acetate hexane

picolinaldehyde

→

required product

収率 103.9%

5-(aminomethyl)-N-(pyridin-2-ylmethyl)-3-(trifluoromethyl)-1H-pyrazol-1-amine

収率 103.9%

溶媒

methanol

methanol

methanol

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   温度heated
3. 3
   温度to reflux for 24 hrs
4. 4
   workup.DISTILLATIONwas distilled off completely
5. 5
   抽出the product extracted with ethyl acetate (4×50 ml)
6. 6
   抽出Combined extract
7. 7
   洗浄was washed with water (2×50 ml)
8. 8
   乾燥dried over sodium sulfate
9. 9
   workup.DISTILLATIONthe ethyl acetate was distilled off completely
10. 10
    その他Crude obtained
11. 11
    その他was recrystalised from hexane (10 ml)

実験手順

To a solution of tert-butyl (1-amino-3-(trifluoromethyl)-1H-pyrazol-5-yl)methylcarbamate (2 g, 0.0071 mol) in methanol (15 ml), picolinaldehyde (1.14 g (1 ml), 0.016 mol, 1.5 eq) taken in methanol (5 ml) was added. Then the reaction mixture was acidified with acetic acid (0.2 ml, catalytic) and heated to reflux for 24 hrs. Progress of the reaction was monitored by TLC (10% ethyl acetate/hexane, Rf˜0.4). On completion of the reaction, methanol was distilled off completely. Residue was taken in ice water (200 ml) and the product extracted with ethyl acetate (4×50 ml). Combined extract was washed with water (2×50 ml), dried over sodium sulfate and the ethyl acetate was distilled off completely. Crude obtained was recrystalised from hexane (10 ml) to yield the required product as liquid (2 g, 76% yield).

出典