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ChemicalBook CAS DataBase List (6-METHOXYPYRIDAZIN-3-YL)METHANOL

(6-METHOXYPYRIDAZIN-3-YL)METHANOL synthesis

2synthesis methods
19194-96-8 Synthesis
methyl 6-methoxypyridazine-3-carboxylate

19194-96-8
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Yield:89532-79-6 73%

Reaction Conditions:

with methanol;sodium tetrahydroborate;calcium chloride in tetrahydrofuran at 20; for 1 h;

Steps:

91 Example 91 : Synthesis of compound 160

To a solution of methyl 6-methoxypyridazine-3-carboxylate (16.40 g, 97.531 mmol) in methanol (55 mL) and THF (275 mL) was added NaBHi (11.07 g, 292.592 mmol) and CaCh (10.82 g, 97.531 mmol) in portions. The reaction was stirred at rt for lh and quenched with water and concentrated under reduced pressure. The residue was chromatographed on a silica gel column with methanol/ CH2CI2 (1/17) to get (6- methoxypyridazin-3-yl)m ethanol (10.5g, 73%) as a brown oil. 1H NMR (300 MHz, methanol-i/4) d 7.24 (d, J = 9.0Hz, 1H), 7.22 (d, J = 9.0Hz, 1H), 4.79 (s, 2H), 4.10 (s, 3H). LCMS (ESI, m/z): 141 [M+H]+.

References:

WO2020/227549,2020,A1 Location in patent:Paragraph 00738