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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498083Generated: October 30, 2026

Water → HCID 22320676, compound

https://huagongshe.com/reaction/498083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-AminopyridineHCID 10439—
Reactant4-[N-(tert-butyl)-N-(tert-butyldimethylsilyloxy)amino]-benzoic acidHCID 11370722—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 22320676HCID 22320676186.3%

Reaction Steps

To a solution of 1.0 g (3.09 mmol) of compound 2 in CH2Cl2 (5 mL) were added 0.733 g (3.71 mmol) of 1-(3-dimethylamino)propyl-3-ethylcarbodiimide hydrochloride, 0.189 g (1.545 mmol) of 4-dimethylaminopyridine, and 0.438 g (4.63 mmol) of 2-aminopyridine. After stirring for 12 hours at room temperature, H2O and ethyl acetate were added. The organic layer was separated, washed with sat'd NaHCO3 solution, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica, Hex:EtOAc=10:1) to give 2.3 g of compound 5 in 75% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949654B2
Source datasetuspto-grants-2005_09
ORD IDord-b2a3804706a747d49165e5217ab6ade2
Source noteuspto-grants-2005_09