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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504877Generated: October 30, 2026

Trifluoroacetic acid → 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-bromopyridine-2-carbonitrile TFA salt

https://huagongshe.com/reaction/1504877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (1S,2R)-2-(5-bromo-6-cyanopyridin-3-ylamino)cyclohexylcarbamateHCID 86716545—
SolventDichloromethaneHCID 6344—
Product5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-bromopyridine-2-carbonitrile TFA saltHCID 86731747—

Reaction Steps

tert-Butyl {(1S,2R)-2-[(5-bromo-6-cyanopyridin-3-yl)amino]cyclohexyl}carbamate (PrepEx 1.1) (100 mg, 0.253 mmol) was suspended in dichloromethane (1 mL). TFA (0.390 mL, 5.06 mmol) was added, and the reaction mixture was maintained at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure to afford 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-bromopyridine-2-carbonitrile TFA salt. The material was used without further purification in the subsequent transformation. MS ESI calc'd. for C12H16BrN4 [M+H]+ 295 and 297. found 295 and 297.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216173B2
Source datasetuspto-grants-2015_12
ORD IDord-cd8d92b055054fc1b53d4d869db66cff
Source noteuspto-grants-2015_12