Ammonia → 6-Chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxamide
Reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8](OCC)=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH2:21][CH3:22])[N:15]=2)[CH:3]=1.[NH3:23]>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:23])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH2:21][CH3:22])[N:15]=2)[CH:3]=1Participants
3
Procedure
Ethyl 6-chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxylate (340 mg, 1.06 mmol) was stirred with 7N methanolic ammonia (15.1 mL, 106 mmol). A colorless precipitate formed within a few minutes. After 18 h, the mixture was concentrated in vacuo to give 6-chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxamide (289 mg, 991 μmol, 94%) as an off-white powder. LC-MS 292.2 [M+H]+. This material was used directly without further purification.
Workup
- customA colorless precipitate formed within a few minutes