Ammonium Chloride → HCID 178505937, compound
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:17]=[N:16][CH:15]=[CH:14][C:11]=1[C:12]#[N:13].[Cl-].[NH4+].[N-:20]=[N+:21]=[N-:22].[Na+]>>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:17]=[N:16][CH:15]=[CH:14][C:11]=1[C:12]1[NH:22][N:21]=[N:20][N:13]=1Participants
4
Conditions
- Temperature
- 100 °C
Procedure
3-[(2-fluoro-4-iodophenyl)amino]isonicotinonitrile (100 mg, 0.29 mmol), ammonium chloride (28 mg, 0.52 mmol), and sodium azide (35 mg, 0.54 mmol) were dispended into a seal tube equipped with a stirring bar. The seal tube was degassed by vacuum and recharging with nitrogen three times before addition of anhydrous DMF (3 mL). The mixture was heated at 100° C. for three days. The mixture was diluted with saturated NaHCO3 and washed with EtOAc. The aqueous phase was acidified with concentrated HCl to pH<1, and washed with EtOAc. The aqueous layer was dried to give the desired product. LC/MS [Method B: rt: 6.008 min; m/z: 383 (M+1)].