5-Amino-3-chloropyrazine-2-carbonitrile → 5-Amino-3-methoxypyrazine-2-carbonitrile
Reaction equation
[NH2:1][C:2]1[N:3]=[C:4](Cl)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[CH3:11][O-:12].[Na+].CO>CO.O>[NH2:1][C:2]1[N:3]=[C:4]([O:12][CH3:11])[C:5]([C:8]#[N:9])=[N:6][CH:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
5-Amino-3-chloropyrazine-2-carbonitrile (52 mg, 0.34 mmol) was suspended in NaOMe/MeOH (2M, 2 mL). The reaction mixture was heated at 80° C. for 30 min using microwave irradiation. After cooling, the mixture was diluted with MeOH (3 mL) and water (2 mL). The solvents were concentrated and the resulting precipitate was filtered off, washed with water (3 mL) and dried in vacuo to give the title compound as a yellow solid (33 mg, 58%).
Workup
- custommicrowave irradiation
- temperatureAfter cooling
- concentrationThe solvents were concentrated
- filtrationthe resulting precipitate was filtered off
- washwashed with water (3 mL)
- customdried in vacuo
Sources & evidence
- ORD record
- ord-3f89ef85d9d14031bdc39093f3e5c7a0
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367658B2
Reaction notes
Loading…