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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384075Generated: October 30, 2026

Trifluoroacetic acid → HCID 178509349, compound

https://huagongshe.com/reaction/384075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 67492607HCID 67492607—
SolventDichloromethaneHCID 6344—
ProductHCID 178509349HCID 17850934957.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl 3-(3-(1-cyanocyclopropyl)-5-(3-(trifluoromethyl)-1-trityl-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)propylcarbamate (72 mg, 0.09893 mmol) was dissolved in DCM (3 mL) and cooled to 0° C. Triethylsilane (46.01 mg, 63.20 μL, 0.3957 mmol) was added followed by TFA (0.5 mL). The reaction was stirred at 0° C. for 1 hour then the solvent removed under reduced pressure. The crude product was dissolved in DMSO and purified by FractionLynx. The fractions were passed through bicarbonate cartridges to obtain free base and lyophilised to give 1-(3-(3-aminopropyl)-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)cyclopropanecarbonitrile as a white solid (22 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367697B2
Source datasetuspto-grants-2013_02
ORD IDord-161717248c6d4db0b672dbfc9a22f372
Source noteuspto-grants-2013_02