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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200895Generated: October 30, 2026

Tetrahydrofuran → HCID 118158016, compound

https://huagongshe.com/reaction/2200895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant8-Azabicyclo[3.2.1]octan-3-one hydrochlorideHCID 13091218—
ReactantAvanafil Impurity KHCID 86342163—
ProductHCID 118158016HCID 11815801624%

Reaction Steps

In absolute anhydrous THF (30 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (222 mg, 0.5 mmol) and triethylamine (0.25 mL, 1.35 mmol). 3-oxo-8-azabicyclo[3.2.1]octane hydrochloride salt (90 mg, 0.6 mmol) was then added. The reaction was conducted at ambient temperature overnight. The solvent was removed by rotary evaporation, followed by addition of water and extraction with DCM. The organic phase was dried over sodium sulfate and purified by silica gel column chromatography (petroleum ether/ethyl acetate=1/1) to give a white solid (60 mg, 24% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359371B2
Source datasetuspto-grants-2016_06
ORD IDord-647eb1f03b4141538cb946f25c2f560d
Source noteuspto-grants-2016_06