Application of 14719-21-2, A common heterocyclic compound, 14719-21-2, name is 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide, molecular formula is C5H4F3NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A solution of compound 61 (80 mg, 0.13 mmol), N-propargyltrifluoroacetylamide (196 mg, 1.30 mmol), tetrakis(triphenylphosphine)-palladium(0) (30 mg, 0.026 mmol), Cul (9.9 mg, 0.052 mmol), and Et3N (80 muGamma) in anhydrous DMF (3.0 mL) was stirred at 50C for 12 hours. The mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography to yield 5-{(5)-l-[5-methoxy-4-(3-trifluoroacetamido-l-propynyl)-2-nitrophenyl]-2,2-dimethyl-propyloxy}methyl-2′-deoxyuridine 62 (75 mg, 90%). 1H NMR (400 MHz, MeOD-d4): 5 8.1 1 (s, 1 Eta, Eta-6), 8.08 (s, 1 Eta, Ph-H), 7.36 (s, 1 H, Ph-H), 6.27 (t, 1 H, J = 6.4 Hz, Eta-Gamma), 5.33 (s, 1 H, Ph-CH), 4.47 (m, 1 H, H-3′), 4.44 (s, 2 H, 5-CH2), 4.32 (d, 2 H, J = 2.0 Hz, CH2), 4.08 (s, 3 H, OCH3), 3.99 (m, 1 H, H-4′), 3.87 (m, 1 H, H-5’a), 3.79 (m, 1 H, H-5’b), 2.30 (m, 2 H, H-2), 0.93 (s, 9 H, C(CH3)3).
The synthetic route of 14719-21-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
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