Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate → 3,5-Diamino-N-(2-aminoethyl)-6-chloropyrazine-2-carboxamide
Reaction equation
CO[C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([NH2:12])=[C:7]([Cl:13])[N:6]=1)=[O:4]>C(N)CN>[NH2:6][CH2:5][CH2:10][NH:9][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([NH2:12])=[C:7]([Cl:13])[N:6]=1)=[O:4]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
3,5-Diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (2.0 g, 9.88 mmol) in neat ethylene diamine (18 mL) is heated using microwave irradiation in a Personal Chemistry Emrys™ Optimizer microwave reactor at 130° C. for 1 h at 4 bar. The solvent is removed in vacuo, water (10 mL) is added to the orange solid and the suspension is then cooled to 0° C. The off-white solid is collected by filtration and dried under vacuum at 50° C. to afford the title compound. [M+H]+ 231.
Workup
- custommicrowave irradiation in a Personal Chemistry Emrys™ Optimizer microwave reactor at 130° C. for 1 h at 4 bar
- customThe solvent is removed in vacuo, water (10 mL)
- additionis added to the orange solid
- filtrationThe off-white solid is collected by filtration
- customdried under vacuum at 50° C.
Sources & evidence
- ORD record
- ord-cd5b8818661e4958ba6bbc5a3134d833
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08236808B2
Reaction notes
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