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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504898Generated: October 30, 2026

Trifluoroacetic acid → rel-5-{[(3S,4S)-4-amino-1,1-dioxidotetrahydro-2H-thiopyran-3-yl]amino}-3-[(4-methoxy-6-methylpyridin-2-yl)amino]pyridine-2-carbonitrile

https://huagongshe.com/reaction/1504898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl rel-[(3S,4S)-3-({6-cyano-5-[(4-methoxy-6-methylpyridin-2-yl)amino]pyridin-3-yl}amino)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl]carbamateHCID 90354236—
SolventDichloromethaneHCID 6344—
Productrel-5-{[(3S,4S)-4-amino-1,1-dioxidotetrahydro-2H-thiopyran-3-yl]amino}-3-[(4-methoxy-6-methylpyridin-2-yl)amino]pyridine-2-carbonitrileHCID 90354286—

Reaction Steps

To a solution of tert-butyl rel-[(3S,4S)-3-({6-cyano-5-[(4-methoxy-6-methylpyridin-2-yl)amino]pyridin-3-yl}amino)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl]carbamate (56 mg, 0.11 mmol) in DCM (2 mL) was added TFA (1 mL). After 30 minutes, the reaction mixture was concentrated under reduced pressure to afford rel-5-{[(3S,4S)-4-amino-1,1-dioxidotetrahydro-2H-thiopyran-3-yl]amino}-3-[(4-methoxy-6-methylpyridin-2-yl)amino]pyridine-2-carbonitrile, which was used directly in the next step without purification. MS ESI calc'd. for C18H23N6O3S [M+H]+ 403. found 403.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216173B2
Source datasetuspto-grants-2015_12
ORD IDord-7cda88dad199421ca79c49492ac7ecae
Source noteuspto-grants-2015_12