Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175353Generated: October 29, 2026

Water → HCID 58565374, compound

https://huagongshe.com/reaction/2175353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetonitrileHCID 6342—
ReactantSelectfluorHCID 2724933—
ReactantHCID 58565365HCID 58565365—
ProductHCID 58565374HCID 5856537415.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of tert-butyl {1-[1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethyl}carbamate (0.10 g, 0.28 mmol) and 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate (0.10 g, 0.28 mmol) in acetonitrile (1.5 mL, 29 mmol) and water (0.15 mL, 8.3 mmol) was heated at 50° C. overnight. The reaction was cooled and extracted with dichloromethane. The combined organic layers were dried over MgSO4, concentrated and purified on silica gel (eluting with 0-20% EtOAc/hexane) to give the desired product (16 mg, 15%). LCMS calculated for C20H22F2N3O2(M+H)+: m/z=374.2. Found: 374.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062055B2
Source datasetuspto-grants-2015_06
ORD IDord-392e747130944079b906eba992c0f4dd
Source noteuspto-grants-2015_06