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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777861Generated: October 27, 2026

Ethanol → HCID 118036974, compound

https://huagongshe.com/reaction/1777861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantSodium hydrideHCID 24758—
Reactant6-Amino-4-chloro-3-pyridinecarbonitrileHCID 21949219—
SolventEthyl AcetateHCID 8857—
ProductHCID 118036974HCID 118036974—

Reaction Conditions

Temperature70 °C

Reaction Steps

6-Amino-4-chloronicotinonitrile (intermediate 16, 40 mg, 0.260 mmol) and EtOH (0.076 ml, 1.302 mmol) were charged into a sealed vial. NMP (1.5 ml) was added to the mixture at room temperature followed by NaH (60% dispersion in mineral oil, 62.5 mg, 1.56 mmol). The mixture was then heated at 70° C. for 2.5 days. The reaction mixture was diluted in EtOAc and washed with water (2×) and brine. The org. layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude material was purified by normal phase chromatography (4 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100) to give the title compound as a beige solid. (UPLC-MS 1) tR 0.50 min; ESI-MS 164.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266883B2
Source datasetuspto-grants-2016_02
ORD IDord-6a66fcc49ccf4378adb056363f63020a
Source noteuspto-grants-2016_02