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ChemicalBook CAS DataBase List 3-CHLORO-6-ISOPROPOXYPYRIDAZINE
3184-71-2

3-CHLORO-6-ISOPROPOXYPYRIDAZINE synthesis

2synthesis methods
-

Yield: 56%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide at 20; for 1.25 h;Inert atmosphere;

Steps:

56.1
2-Propanol (0.770 ml, 10.0 mmol) was added to a N,N-dimethylformamide solution (2.0 ml) of sodium hydride (purity 55%)(218 mg, 5.00 mmol), under nitrogen stream, and stirring was carried out for 15 minutes. Further, 3,6-dichloropyridazine (745 mg, 5.00 mmol) was added, and stirring was carried out at room temperature for 1 hour. The reaction solution was poured into a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate and subsequent sequential washing with water and saline, and then the resulting organic layer was dried over anhydrous sodium sulfate. The organic layer was concentrated and the resulting residue was purified by silica gel column chromatography to afford 3-chloro-6-isopropoxypyridazine (486 mg, yield 56%) as a white solid. 1H-NMR (CDCl3, 400 MHz) δ: 7.33 (1H, d, J=7.2 Hz), 6.87 (1H, d, J=7.2 Hz), 5.18 (1H, m), 1.40 (6H, d, J=6.0 Hz).

References:

Daiichi Sankyo Company, Limited EP2258697, 2010, A1 Location in patent:Page/Page column 78

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