AKOS 90779 synthesis
- Product Name:AKOS 90779
- CAS Number:78389-19-2
- Molecular formula:C9H5Cl2N3O
- Molecular Weight:242.06
Yield:78389-19-2 79%
Reaction Conditions:
with hydrogenchloride in ethanol;water; for 2 h;Reflux;
Steps:
33.1
Example 33; 4-Chloro-5-(3-cyclobutyl-2,3,4,5-tetrahydro-lH-benzo[d]azepin-7-yloxy)-2-pyridin-2-yl- 2H-pyridazin-3 -one; General synthesis of Example 33:; Step 1.; To a stirring mixture of pyridine-2-yl-hydrazine (5.00 g, 45.8 mmol) and mucochloric acid (7.74 g, 45.8 mmol) in ethanol (150 mL) was added concentrated HCl solution (2 mL). The reaction was heated at reflux for 2 h and was cooled to room temperature. The precipitation was collected by filtration and was washed with Et2O, dried to give 7.51 g of 4,5-dichloro-2-pyridin-2-yl-2H-pyridazin-3-one. The filtrate was concentrated and was purified by column chromatography (2% MeOH/CH2Cl2) to give another 1.22 g of 4,5- dichloro-2-pyridin-2-yl-2H-pyridazin-3-one. The two fractions was combined to give a total 8.73 g (79%) of 4,5-dichloro-2-pyridin-2-yl-2H-pyridazin-3-one. 1H NMR (400 MHz, DMSO-J6) δ 8.62 (m, IH), 8.35 (s, IH), 8.07 (m, IH), 7.64 (m, IH), 7.57 (m, IH) ; MS (m/z) = 242 (M+).
References:
WO2009/142732,2009,A2 Location in patent:Page/Page column 63-64
