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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048074Generated: October 30, 2026

Triethylamine → HCID 67080504, compound

https://huagongshe.com/reaction/1048074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-AminobiphenylHCID 16717—
ReactantOxalyl chlorideHCID 65578—
Reactant4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acidHCID 46221108—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 67080504HCID 6708050477.6%

Reaction Steps

To a solution of 4-(6-cyano-4-(methoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation 2) (50 mg, 0.142 mmol) and a drop of DMF in dichloromethane (2 ml) was added oxalyl chloride (2M in dichloromethane) (84.91 μL, 0.170 mmol) at ambient temperature. Gas evolution was observed. The mixture was stirred for 1 hour at ambient temperature. Biphenyl-3-amine (28.74 mg, 0.170 mmol) in dichloromethane (1 ml) and triethylamine (59.172 μL, 0.424 mmol) were added to the activated acid. The mixture was stirred for 1 hour at ambient temperature. The crude mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 55.6 mg of the title compound as a thin film (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-842379b54cb94fcf9d3c3715b866940e
Source noteuspto-grants-2013_10