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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221682Generated: October 29, 2026

Triethylamine → HCID 66665408, compound

https://huagongshe.com/reaction/221682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHOAtHCID 181649—
Reactant5-Bromopyridine-2-carboxylic acidHCID 608544—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 66665607HCID 66665607—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 66665408HCID 66665408—

Reaction Steps

To an at 0° C. stirred solution of 105 mg (0.325 mmol) (R)-[5-(3-amino-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester, 72 mg (0.357 mmol) 5-bromo-pyridine-2-carboxylic acid, 57 mg (0.422 mmol) HOAt and 82 mg (0.812 mmol) Et3N in 3 ml DCM were added 81 mg (0.422 mmol) EDC.HCl. After 18 h the mixture was diluted with EtOAc and washed with water, 5% aqueous NaHCO3 and brine. Chromatography on silica gel (hexane/EtOAc 3:1) gave the desired product as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207164B2
Source datasetuspto-grants-2012_06
ORD IDord-b9e3edba2a3a401086e50c2a4761c82c
Source noteuspto-grants-2012_06