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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945442Generated: October 31, 2026

Methanol → HCID 44443261, compound

https://huagongshe.com/reaction/1945442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1H-Imidazole-1-propanamineHCID 78736—
ReactantPyBOPHCID 2724699—
ReactantHCID 44443257HCID 44443257—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductHCID 44443261HCID 4444326173.5%

Reaction Steps

To solution of 5-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-nicotinic acid (40 mg, 0.098 mmol), 1-(3-aminopropyl)-imidazole (24.65 mg, 0.196 mmol) and DMAP (24.06 mg, 0.196 mmol) in DMF was added PyBOP (102.47 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-(3-imidazole-1-yl-propyl)nicotinamide as a colorless solid (37 mg, 49% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-c9c46f4dc81843799f4239ee4fed76a8
Source noteuspto-grants-2013_03