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ChemicalBook CAS DataBase List 3-bromo-6-methylpyridazine
65202-58-6

3-bromo-6-methylpyridazine synthesis

5synthesis methods
-

Yield:65202-58-6 31%

Reaction Conditions:

with phosphorus(V) oxybromide at 70;

Steps:

13C Example 13C

A mixture of Example 13B (18g, 163.44mmol) and phosphorus oxybromide (93.8g, 327.6mmol) was stirred at70°C overnight. The mixture was cooled to 40°C, poured into ice-water, quenched with saturated sodium bicarbonate(20mL) and extracted with dichloromethane (100mL 3 3). The organic layers were combined, dried over anhydroussodium sulfate, filtered and evaporated to give the title compound, 3-bromo-6-methylpyridazine (8g, yield 31%). LCMS(ESI) m/z: 173[M+1]+. 1H NMR (CHLOROFORM-d, BrukerAvance 400MHz): ppm 7.86-7.88 (d, 1H, J = 8 Hz), 7.52-7.54(d, 1H, J = 8 Hz), 2.55(s, 3H).

References:

EP3333157,2018,A1 Location in patent:Paragraph 0136; 0137