Réaction #2328987

Équation de réaction

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

methylamine

→

title compound

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

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was evaporated in vacuo
2. 2
   Autrethe residue was partitioned between water and ethyl acetate
3. 3
   ExtractionThe aqueous layer was extracted five
4. 4
   Séchageorganics were dried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated
7. 7
   Filtrationfiltered
8. 8
   Autredried

Mode opératoire

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.

Source