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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024192Generated: October 25, 2026

Trifluoroacetic acid → 5-(1H-Pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridine-2-carboxylic acid (4-chloro-phenyl)-amide

https://huagongshe.com/reaction/1024192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant5-[Hydroxy-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-pyridine-2-carboxylic acid (4-chloro-phenyl)-amideHCID 59593348—
SolventAcetonitrileHCID 6342—
Product5-(1H-Pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridine-2-carboxylic acid (4-chloro-phenyl)-amideHCID 59593355—

Reaction Conditions

Temperature80 °C

Reaction Steps

To 5-[Hydroxy-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-pyridine-2-carboxylic acid (4-chloro-phenyl)-amide (71, 100.0 mg, 0.19 mmol) in acetonitrile (10.0 mL) were added trifluoroacetic acid (0.20 mL, 2.6 mmol) and triethylsilane (0.40 mL, 2.5 mmol). The reaction was stirred at 80° C. for 2 hours. The reaction was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give a yellow solid compound (P-0076, 5.5 mg, 8.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722702B2
Source datasetuspto-grants-2014_05
ORD IDord-23e2138c1f154328bbe4783f2739ebb9
Source noteuspto-grants-2014_05