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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229348Generated: October 29, 2026

Sodium hydride → HCID 18466613, compound

https://huagongshe.com/reaction/2229348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 18466631HCID 18466631—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 18466613HCID 1846661328.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-chloro-N-{2-(ethylamino)-6-(trifluoromethyl)-3-pyridinyl}-5-bromo-3-pyridinecarboxamide (766 mg, 1.8 mmol) in DMF (18 mL) was added NaH (137 mg, 5.4 mmol). The reaction was stirred at 80° C. After 1 h the reaction was allowed to cool to room temperature, and then was poured in water (20 mL). The resulting mixture was extracted with EtOAc (3×). The combined organic layer was successively washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (hexane:EtOAc, 7:3) to give the desired compound (200 mg, 28% yield) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420359B1
Source datasetuspto-grants-2002_07
ORD IDord-b33287776ff8462ca284ad51b091f16c
Source noteuspto-grants-2002_07