Related Products of 1227594-89-9 , The common heterocyclic compound, 1227594-89-9, name is 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one, molecular formula is C6H3F4NO, 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.
[00647] Step C: tert-butyl ethyl(1-((1r,4r)-4-hydroxycyclohexyl)-3-(oxazol-2-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)carbamate (50 mg, 0.12 mmol) was dissolved in THF (1 mL) and 3-fluoro-4-(trifluoromethyl)pyridin-2-ol (63.5 mg, 0.35 mmol) and PPh3 (92 mg, 0.35 mmol) were added, followed by DIAD (0.069 mL, 0.35 mmol) and stirred overnight. The reaction mixture was concentrated and dissolved in DCM (1 mL) and 4M HCl in dioxane (2 mL) was added. After 2 h, the reaction was concentrated and purified by preparative HPLC (5 to 95% ACN in water with 0.2% TFA) to afford N-ethyl-1-((1s,4s)-4-((3-fluoro-4-(trifluoromethyl)pyridin-2-yl)oxy)cyclohexyl)-3-(oxazol-2-yl)-1H-pyrazolo[4,3-c]pyridin-6-amine bis(2,2,2-trifluoroacetate) (17.2 mg, 20.5% yield). Mass spectrum (apci) m/z = 491.1 (M+H). 1H NMR (CD3OD) delta 9.05 (d, J = 0.8 Hz, 1H), 8.14 (m, 2H), 7.46 (d, J = 0.8 Hz, 1H), 7.20 (t, J = 4.7 Hz, 1H), 6.92 (s, 1H), 5.55 (m, 1H), 4.77 (m, 1H), 3.44 (q, J = 7.0 Hz, 2H), 2.51 (m, 2H), 2.36 (m, 2H), 2.05-1.95 (m, 4H), 1.38 (t, J = 7.0 Hz, 3H).
The synthetic route of 1227594-89-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Pyridine – Wikipedia,
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