HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → Methyl 3-amino-6-methylpyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | Methyl 3-Amino-6-bromopyrazine-2-carboxylate | HCID 227251 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Catalyst | Water | HCID 962 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-amino-6-methylpyrazine-2-carboxylate | HCID 58840780 | — |
Reaction Steps
3-Amino-6-bromopyrazine-2-carboxylic acid methyl ester (1.0 g), palladium acetate (0.101 g), and S-Phos (2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl) were placed in a flask, with toluene (15 mL) and water (3 drops). Methyl boronic acid (0.394 g) and potassium phosphate (1.71 g) were added and the reaction mixture was refluxed for 24 hours. After allowing the reaction mixture to cool, the mixture was diluted with aqueous hydrochloric acid (1M) and extracted with ethyl acetate. The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent: diethyl ether) to give 3-amino-6-methylpyrazine-2-carboxylic acid methyl ester as a yellow solid (0.114 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133847B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-5461ce5797624bf3b2aa2a06dcf3e644 |
| Source note | uspto-grants-2012_03 |