4-[(5-amino-3-ethyl-1H-pyrazol-4-yl)methyl]benzonitrile synthesis
- Product Name:4-[(5-amino-3-ethyl-1H-pyrazol-4-yl)methyl]benzonitrile
- CAS Number:1401728-85-5
- Molecular formula:C13H14N4
- Molecular Weight:226.28
1401728-84-4
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Yield:-
Reaction Conditions:
with hydrazine in methanol at 65; for 3 h;
Steps:
29.4.D Step D: 4-((5-amino-3-ethyl-1H-pyrazol-4-yl)methyl)benzonitrile (26)
To a 500 ml, four-necked flask equipped with an overhead stirrer, a thermocouple and a condenser was charged 4-(2-cyano-3-oxopentyl)benzonitrile (25) (5 g, 23.6 mmol) and 50 ml of EtOH. The solution was stirred and hydrazine (1.65 g, 33 mmol, 64%, 1.4 eq) was added. The batch was stirred at 65° C. for 3 hours. The solvent was concentrated by vacuum and the residue was slurried with 50 ml of MTBE at room temperature for 30 min. The precipitate was collected by vacuum filtration and the solid was washed with MTBE to give product 26 as a white solid. 1H NMR (500 MHz, CDCl3) δ (ppm): 7.62 (d, 2H), 7.30 (d, 2H), 6.42-6.80 (s, br, 3H), 3.79 (s, 2H), 2.56 (m, 2H), 1.20 (t, 3H).
References:
US2012/252778,2012,A1 Location in patent:Paragraph 0323-0324
33279-01-5
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1401728-85-5
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1401728-83-3
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1401728-85-5
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