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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844003Generated: October 30, 2026

Hydrochloric Acid → 4-(2-hydroxyethyl)-N-(4-methoxybenzyl)nicotinamide

https://huagongshe.com/reaction/1844003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant4-MethoxybenzylamineHCID 75452—
ReactantGentianadineHCID 442532—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Product4-(2-hydroxyethyl)-N-(4-methoxybenzyl)nicotinamideHCID 66803630103.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

(4-Methoxyphenyl) methanamine (6.57 mL, 50.676 mmol) was added to a solution of 3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one (I-65c: 750 mg, 5.068 mmol) in THF (15 mL) and the resulting reaction mass was refluxed for 48 hours. The reaction was monitored by TLC (10% methanol in CHCl3). The reaction mass was cooled to 0° C., neutralized with 1N HCl and extracted using DCM. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 1.5 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-efb2f11af46d46a2a4ea1b25c15fcf24
Source noteuspto-grants-2015_02