Electric Literature of 139756-02-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
2-Chloronicotinic acid (250 mg, 1.587 mmol), 4-amino-1-methyl-3-n-propyl-5-pyrazole-carboxamide (290 mg, 1.589 mmol, 1.0 equiv), PyBrOP (820 mg, 1.759 mmol, 1.1 equiv) and Et3N (0.440 mL, 3.160 mmol, 2.0 equiv) in DCE (5 mL) were heated using microwave irradiation for 20 min at 120 C. The reaction mixture was reduced in vacuo and purified via column chromatography (7.5 % MeOH in EtOAc) to give the title compound (509 mg, 100%) as an off white solid. 1H NMR (400 MHz, CDCl3)1 delta 8.57 (dd, J=4.8 Hz, J = 1.8 Hz , 1H), 8.22 (dd, J=7.8 Hz, J = 1.8 Hz, 1H), 7.90 (br s, 1H), 7.45 (dd, J=7.8 Hz, J = 4.8 Hz, 1H), ~7.26 (1H), 4.06 (s, 3H), 3.49 (d, J=4.4 Hz, 1H), 2.59 (t, J=7.6 Hz, 2H), 1.67 (sxt, J=7.6 Hz, 2H), 0.97 (t, J=7.6 Hz, 3H). 13C NMR (100 MHz, CDCl3) 166.1, 161.4, 151.8, 147.5, 147.1, 140.0, 132.9, 130.1, 123.0, 114.2, 39.2, 27.8, 22.4, 13.9. LCMS (C18): tR (min) = 0.98, (ESI) found 665.1 [2M + H]+. HRMS: C14H16ClN5O2 requires 322.1065 [M + H+]; Found.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Wang, Cuihua; Ashton, Trent D.; Gustafson, Alden; Bland, Nicholas D.; Ochiana, Stefan O.; Campbell, Robert K.; Pollastri, Michael P.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 7; (2012); p. 2579 – 2581;,
Pyrazole – Wikipedia,
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