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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945441Generated: October 30, 2026

Methanol → HCID 44443259, compound

https://huagongshe.com/reaction/1945441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-PyridineethanamineHCID 83275—
ReactantPyBOPHCID 2724699—
ReactantHCID 44443257HCID 44443257—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductHCID 44443259HCID 4444325960%

Reaction Steps

To solution of 5-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-nicotinic acid (40 mg, 0.098 mmol), 2-pyridine-4-yl-ethylamine (24.06 mg, 0.196 mmol) and DMAP (24.06 mg, 0.196 mmol) in DMF was added PyBOP (102.7 mg, 0.196 mmol) at room temperature, and stirred. Reaction mixture was poured onto ice cold water; diluted by methanol/MC mixture (10%). The organic phase was separated, sequentially washed with aqueous sodium bicarbonate, brine and water, dried over anhydrous MgSO4, and concentrated. The resultant crude product was purified by PLC (MeOH:MC=1:9) to afford 5-[2-(4-adamantan-1-yl-phenoxy)acetylamino]-N-(2-pyridine-4-yl-ethyl)nicotinamide as a colorless solid (30 mg, 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-a376d4436b904032874fd4604eb70976
Source noteuspto-grants-2013_03