Реакция #2328987

Уравнение реакции

6-Chloro-N-(2-hydroxy-4-methoxyphenyl)nicotinamide

methylamine

→

title compound

N-(2-Hydroxy-4-methoxyphenyl)-6-(methylamino)nicotinamide

Растворители

methanol

Условия реакции

Обработка

1. 1
   ДругоеThe solvent was evaporated in vacuo
2. 2
   Другоеthe residue was partitioned between water and ethyl acetate
3. 3
   ЭкстракцияThe aqueous layer was extracted five
4. 4
   Сушкаorganics were dried (MgSO4)
5. 5
   Фильтрацияfiltered
6. 6
   Другоеevaporated
7. 7
   Фильтрацияfiltered
8. 8
   Другоеdried

Методика

6-Chloro-N-(2-hydroxy-4-methoxyphenyl)nicotinamide (0.40 g, 1.44 mol) was mixed with a solution of 8M methylamine in methanol (4 mL) and heated in a microwave reactor at 250° C. for 10 minutes. The solvent was evaporated in vacuo and the residue was partitioned between water and ethyl acetate. The aqueous layer was extracted five timed with ethyl acetate The pooled organics were dried (MgSO4), filtered and evaporated. The solid was titurated with CH2Cl2, filtered and dried, giving the title compound (0.25 g) as a solid. 1H NMR δ ppm 9.73 (s, 1H) 9.38 (s, 1H) 8.65 (d, 1H) 7.92 (dd, 1H) 7.33 (d, 1H) 7.16 (d, 1H) 6.24-6.58 (m, 3H) 3.70 (s, 3H) 2.83 (d, 3H); MS m/z (M+H) 274; (M−H) 272.

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