HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Methyl 6-[(5-cyano-2-pyrazinyl)amino]-4-[(4-piperidinylmethyl)amino]nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinate | HCID 59613326 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 6-[(5-cyano-2-pyrazinyl)amino]-4-[(4-piperidinylmethyl)amino]nicotinate | HCID 42610232 | 74.8% |
Reaction Steps
TFA (0.1 mL) was added to a solution of methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinate (20 mg, 0.04 mmol) in dichloromethane (1 mL) at room temperature. After 20 minutes, the solution was evaporated to dryness and purified by ion exchange chromatography on SCX-II acidic resin (500 mg) eluting with methanol, then 2M ammonia-methanol. The basic fractions were combined and solvent was evaporated to give methyl 6-(5-cyanopyrazin-2-ylamino)-4-(piperidin-4-ylmethylamino)-nicotinate compound as a yellow solid (11 mg, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367658B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-aa3e919bb8014839b9d0b0d039a7c8f7 |
| Source note | uspto-grants-2013_02 |