3-(1,1-Dimethylethyl)-1-methyl-1H-pyrazol-5-amine

To a two neck 50 mL round bottom flask, methylhydrazine sulfate (1 .4 g, 10 mmol) was suspended in ethanol (5 mL) to which potassium carbonate (2.76 g, 20 mmol) was added and reaction mass was stirred at room temperature for 1 h. Solution of (Z)-3-chloro-4, 4-dimethyl-pent- 2-enenitrile (1.4 g, 10 mmol) in ethanol (5 mL) was added drop wise to the above reaction mass and was heated to reflux for additional 3 hr. Reaction mass was filtered to remove potassium carbonate and washed with methanol. Filtrate was concentrated and purified by flash chromatography using hexane ethyl acetate (0-100percent) giving pure 5-tert-butyl-1-methyl-pyrazol-3- amine (0.830 g, 54 percent) H NMR (CDCIMethylhydrazine sulfate (1.4 g, 10 mmol) was suspended in ethanol (5 mL) to which potassium carbonate (2.76 g, 20 mmol) was added and the reaction was stirred at room temperature for 1 h. A solution of (Z)-3-chloro-4, 4-dimethyl-pent-2-enenitrile (1.4 g, 10 mmol) in ethanol (5 mL) was added drop wise to the above reaction mixture and the resultant mixture was heated to reflux for additional 3 h. The reaction was filtered and washed with methanol. The filtrate was concentratedand purified by flash chromatography eluting with ethyl acetate in hexane (0-100percent) giving 5-ted- butyl-1-methyl-pyrazol-3-amine (0.830 g, 54percent) and also undesired 5-tert-butyl-2-methyl-pyrazol- 3-amine (0.200 g, 13percent).1H NMR (400 MHz, CDCI3) ö 5.38 (s, 1H), 3.75 (s, 3H), 1.31 (s, 9H).

Molecular Weight:153.22
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:153.126597491
Monoisotopic Mass:153.126597491
Topological Polar Surface Area:43.8
Heavy Atom Count:11
Complexity:139
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes