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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501030Generated: November 1, 2026

Triethylamine → HCID 178426848, compound

https://huagongshe.com/reaction/1501030

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—
ReactantHCID 89581171HCID 89581171—
ReactantHCID 178425242HCID 178425242—
SolventDichloromethaneHCID 6344—
ProductHCID 178426848HCID 17842684856%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 4-(1-(p-tolyloxy)ethyl)benzoic acid (30 mg, 0.12 mmol), o-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (67 mg, 0.18 mmol), triethylamine (0.1 mL) and dichloromethane (15 mL) were stirred at 25° C. for half an hour. Then 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (22 mg, 0.14 mmol) was added. The mixture was stirred at 25° C. for 12 hours. The resultant mixture was washed with water (30 mL), dried over sodium, filtered, and concentrated to give a residue. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=10:1) to give N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)-4-(1-(p-tolyloxy)ethyl)benzamide as a white solid (26 mg, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-0bdabdbf2c734c07b6d77cda5e20f565
Source noteuspto-grants-2015_12