Electric Literature of 75833-38-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.
A solution of 2-chloropyrimidine-4-carbonitrile (163 mg, 1.17 mmol), 2-amino-1-(piperidin-1-yl)ethanone hydrochloride (240 mg, 1.34 mmol) and DIPEA (0.510 mL, 2.92 mmol) in acetonitrile (2 mL) was stirred at 100 C for 16 hr. The reaction mixture was partitioned between ethyl acetate (20 mL) and water (20 mL), and the organic layer was washed with water (20 mL). The aqueous was back-extracted with ethyl acetate (2 x 10 mL) and the combined organic layers were dried through a hydrophobic frit and evaporated to dryness. The crude product was purified by silica chromatography (0-50 % (3:1 ethyl acetate:ethanol + 1 %triethylamine)/cyclohexane). Appropriate fractions were evaporated to dryness to afford 2-((2-oxo-2-(piperidin-1-yl)ethyl)amino)pyrimidine-4-carbonitrile (240 mg, 0.978 mmol, 84 % yield) as a yellow solid. LCMS (High pH, ES+): tR = 0.80 min, [M+H+ 246.2. 1H NMR (400 MHz, CDCl3) delta 1.52 – 1.76 (m, 6 H), 3.42 (t, J = 5.1 Hz, 2 H), 3.54 – 3.67 (m, 2 H), 4.16 (d, J = 4.0 Hz, 2 H), 6.67 (br. s., 1 H), 6.85 (d, J = 4.5 Hz, 1 H), 8.47 (d, J = 4.8 Hz, 1 H). 13C NMR (101 MHz, CDCl3) delta 24.4, 25.4, 26.2, 43.0, 43.2, 45.5, 113.5, 116.1, 141.3, 160.1, 161.6, 165.9. numax (neat): 3347, 2935, 2854, 1643, 1579, 1547, 1529, 1481, 1440, 1403, 1339, 1255, 1233, 1200, 1134, 1077, 1008, 855, 805, 734 cm-1. HRMS: (C12H16N5O) [M+H]+ requires 246.1349, found [M+H]+ 246.1342.
The chemical industry reduces the impact on the environment during synthesis 75833-38-4, I believe this compound will play a more active role in future production and life.
Reference:
Article; Law, Robert P.; Ukuser, Sabri; Tape, Daniel T.; Talbot, Eric P. A.; Synthesis; vol. 49; 16; (2017); p. 3775 – 3793;,
Pyrimidine | C4H4N2 – PubChem,
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