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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869586Generated: October 30, 2026

Water → HCID 86721436, compound

https://huagongshe.com/reaction/869586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 86721437HCID 86721437—
SolventMethanolHCID 887—
ProductHCID 86721436HCID 867214361%

Reaction Conditions

Temperature60 °C

Reaction Steps

Using cyclopropanecarboxyaldehyde (0.586 mL, 7.74 mmol), 3-chloropyrazin-2-amine (739 mg, 5.7 mmol) and 2-(8-ethynyl-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (1.5 g, 5.18 mmol) obtained in Reference Example 9, and in the same manner as in Reference Example 8B, 2-{8-[(8-chloro-2-cyclopropylimidazo[1,2-a]pyrazin-3-yl)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile was obtained. Successively, the obtained 2-{8-[(8-chloro-2-cyclopropylimidazo[1,2-a]pyrazin-3-yl)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile was dissolved in methanol (1 mL), 28% sodium methoxide (0.3 mL, 0.425 mmol) was added, and the mixture was stirred with heating at 60° C. Water was added to the mixture, and the mixture was extracted 3 times with ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1 v/v) to give the title compound (25 mg, 1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969345B2
Source datasetuspto-grants-2015_03
ORD IDord-633395b3873145e4be8b9850fae0d65f
Source noteuspto-grants-2015_03