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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550957Generated: October 31, 2026

Trifluoroacetic acid → 5-(1H-pyrrolo(2,3-b)pyridin-3-ylmethyl)-N-((4-(trifluoromethyl)phenyl)methyl)pyridin-2-amine

https://huagongshe.com/reaction/550957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
Reactant(1H-Pyrrolo[2,3-b]pyridin-3-yl)-[6-(4-trifluoromethyl-benzylamino)-pyridin-3-yl]-methanolHCID 57588067—
Product5-(1H-pyrrolo(2,3-b)pyridin-3-ylmethyl)-N-((4-(trifluoromethyl)phenyl)methyl)pyridin-2-amineHCID 1154541962.8%

Reaction Steps

Into a round bottom flask was added compound 14 (200.0 mg, 0.50 mmol) and trifluoroacetic acid (5.0 mL, 0.065 mol) and triethylsilane (3.0 mL, 0.019 mol). The reaction was stirred at room temperature for 30 min, poured into aqueous sodium bicarbonate, and the product was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified to give pure product 12 (Table 1 Cmpd 1-3) (120.0 mg, yield=62.8%) as a white solid (M+1=383).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947708B2
Source datasetuspto-grants-2011_05
ORD IDord-f88d2fee9262495dbc45bc1347bbb37d
Source noteuspto-grants-2011_05