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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104802Generated: October 30, 2026

Sodium hydride → HCID 66914145, compound

https://huagongshe.com/reaction/2104802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-Bromo-5-fluorobenzonitrileHCID 2783330—
ReactantHCID 66524287HCID 66524287—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 66914145HCID 6691414518.4%

Reaction Conditions

Temperature160 °C

Reaction Steps

3-(3-benzyl-8-chloroquinolin-4-yl)phenol (0.100 g, 0.289 mmol) was taken into NMP (1 mL) and to this was added NaH (0.0127 g, 0.318 mmol, 60% dispersion in oil) and stirred for 15 minutes. 3-Bromo-5-fluorobenzonitrile (0.116 g, 0.578 mmol) was added and the reaction was heated at 160° C. overnight. The reaction was cooled and quenched with water followed by extraction with ether. After drying and concentration the product was purified via Prep HPLC using 10-100% v acetonitrile in water as the eluent to yield 0.028 g of product. MS (ESI) m/z 526 ([M+H])+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576215B2
Source datasetuspto-grants-2009_08
ORD IDord-f158c71cf93c47a5a82af4f217a5d60d
Source noteuspto-grants-2009_08