1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
[00578] To a solution of tert-butyl (1-((1r,4r)-4-hydroxycyclohexyl)-3-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)(methyl)carbamate (0.0207 g, 0.0485 mmol) in N,N-dimethylformamide (0.48 mL) was added sodium hydride (0.00140 g, 0.0582 mmol). After 5 mins, 3-chloropyridazine (0.0111 g, 0.0971 mmol) was added and heated to 95 C overnight. The reaction mixture was partitioned between ethyl acetate (10 mL) and water (10 mL), extracted with ethyl acetate (2x5mL), washed with water (5 mL) and brine (5 mL), dried over Na2SO4, filtered and concentrated. The crude oil was resuspended in dichloromethane (5 mL) and TFA (5 mL) was added. After 1 hour, the reaction mixture was concentrated in vacuo and the resultant oil was resuspended in 1 mL of a solution of 60:40 ACN:water with 2% TFA modifier. The product was purified by HPLC (5-95% ACN in water with 0.2% TFA modifier). The product containing fractions were partitioned between DCM and aqueous NaHCO3, dried over sodium sulfate, filtered and concentrated to obtain N-methyl-3-(1-methyl-1H-pyrazol-4-yl)-1-((1r,4r)-4-(pyridazin-3-yloxy)cyclohexyl)-1H-pyrazolo[4,3-c]pyridin-6-amine (0.0105 g, 0.0260 mmol, 53.5 % yield) as a white solid. Mass spectrum (apci) m/z = 405.2 (M+H). 1H NMR (CDCl3) delta 8.83 (m, 1H), 8.699(s, 1H), 7.98 (s, 1H), 7.87 (s, 1H), 7.37 (dd, J = 9.0, 4.5 Hz, 1H), 6.95 (dd, J = 9.0, 1.2 Hz, 1H), 6.04 (s, 1H), 5.49 (tt, J = 11.0, 4.3 Hz, 1H), 4.87 (br s, 1H), 4.35 (tt, J = 11.7, 4.1 Hz, 1H), 4.00 (s, 3H), 2.98 (d, J = 5.1 Hz, 3H), 2.51 (m, 2H), 2.35 (m, 2H), 2.15 (m, 2H), 1.75 (m, 2H).
1120-95-2, The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.
Reference£º
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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem