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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200892Generated: October 30, 2026

Triethylamine → HCID 73214618, compound

https://huagongshe.com/reaction/2200892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2-Methyl-2,7-diazaspiro[3.5]nonaneHCID 58042983—
ReactantAvanafil Impurity KHCID 86342163—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
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), 2-methyl-2,7-diazaspiro[3.5]nonane (70 mg, 0.50 mmol) and HATU (383 mg, 1 mmol). Triethylamine (68 mg, 0.67 mmol) was added dropwisely. The reaction was conducted at ambient temperature for 4 h, followed by addition of water (50 mL) 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-be5470dad8044dafbcf7f43432201680
Source noteuspto-grants-2016_06