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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200891Generated: November 1, 2026

Triethylamine → HCID 73214618, compound

https://huagongshe.com/reaction/2200891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methyl-2,7-diazaspiro[3.5]nonaneHCID 58042983—
ReactantAvanafil Impurity KHCID 86342163—
SolventTetrahydrofuranHCID 8028—
ProductHCID 73214618HCID 732146189%

Reaction Steps

In THF (10 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methyl sulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (152 mg, 0.34 mmol) and 2-methyl-2,7-diazaspiro[3.5]nonane (70 mg, 0.50 mmol). Then triethylamine (68 mg, 0.67 mmol) was added dropwisely. The reaction was conducted at ambient temperature for 4 h. 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 (DCM/methanol=20/1) to give 4-((3-chloro-4-methoxybenzyl)amino)-2-(7-methyl-2,7-diazaspiro[3.5]nonan-2-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide as a white solid (16 mg, 9% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359371B2
Source datasetuspto-grants-2016_06
ORD IDord-32484982b6274b5eb08f0e04f4221432
Source noteuspto-grants-2016_06