HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 6-(methylamino)-5-nitronicotinate → Methyl 5-amino-6-(methylamino)pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 6-(methylamino)-5-nitronicotinate | HCID 18412421 | — |
| Reactant | Ethyl acetate ethanol ammonia | HCID 86587043 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | Methyl 5-amino-6-(methylamino)pyridine-3-carboxylate | HCID 18412673 | — |
Reaction Steps
To a solution of 3.1 g (15 mMol) of methyl 6-methylamino-5-nitro-nicotinate in 100 ml of ethanol/dichloromethane (3:1) was added 1 g of palladium on charcoal (10%) and the resulting suspension was hydrogenated at room temperature under 5 bar of hydrogen pressure for 1.5 hours. The catalyst was then filtered off and the solvent was distilled off in vacuo. The crude oily product obtained was further reacted directly. Yield: 2.4 g (92% of theory), Rf value: 0.44 (silica gel; ethyl acetate/ethanol/ammonia=90:10:1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06087380 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-5a417ae9da7d48b1a79837d580e32cda |
| Source note | uspto-grants-2000_07 |