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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556796Generated: October 30, 2026

Trifluoroacetic acid → Methyl 6-[(5-cyano-2-pyrazinyl)amino]-4-[(4-piperidinylmethyl)amino]nicotinate

https://huagongshe.com/reaction/556796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinateHCID 59613326—
SolventDichloromethaneHCID 6344—
ProductMethyl 6-[(5-cyano-2-pyrazinyl)amino]-4-[(4-piperidinylmethyl)amino]nicotinateHCID 4261023274.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058045B2
Source datasetuspto-grants-2011_11
ORD IDord-8b85ec52979c407e822613cd53bfffc1
Source noteuspto-grants-2011_11