Synthetic Route of 14719-21-2, The chemical industry reduces the impact on the environment during synthesis 14719-21-2, name is 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide, I believe this compound will play a more active role in future production and life.
The mixture of compound 3 (500 mg, 1.18 mmol), Pd (PPh3)4 (145 mg,0.12 mmol, 0.1 eq), CuI (44.5 mg, 0.25 mmol, 0.2 eq), N-(2-propynyl)-2,2,2-trifluoroacetamide (1.07 g,7.08 mmol, 6.0 eq) and triethylamine (0.5 mL, 3.54 mmol, 3.0 eq) in DMF (20 mL) was stirred at roomtemperature overnight. Upon completion of the reaction as monitored by TLC, the mixture wasconcentrated under reduced pressure. The residue was purified by flash chromatography on a silicagel column to provided 310 mg of product 17 as a white solid in 60% yield with an HPLC purity of95%. Rf = 0.40 (dichloromethane-methanol = 10:1). 1H NMR (DMSO-d6, 400 MHz) 10.16 (s, 1H, NH),7.03 (s, 2H, NH2), 5.95 (d, 1H, J = 4.2 Hz, 10-H), 5.36 (d, 1H, J = 6.0 Hz, 20-OH), 5.10 (d, J = 4.2 Hz, 1H,30-OH), 4.74 (t, J = 5.6 Hz, 1H, 50-OH), 4.44-4.55 (m, 1H, 20-H), 4.07-4.17 (m, 1H, 30-H), 3.96 (s, 3H,CH3), 3.76-3.88 (m, 1H, 40-H), 3.37-3.56 (m, 2H, CH2). ESI-MS m/z: 447.1 [M + H]+.
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, 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Ren, Hang; An, Haoyun; Tao, Jingchao; Molecules; vol. 24; 5; (2019);,
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