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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486741Generated: October 30, 2026

Hydrochloric Acid → N-(3-Formyl-phenyl)-5-methyl-nicotinamide

https://huagongshe.com/reaction/1486741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantN-(3-[1,3]Dioxolan-2-yl-phenyl)-5-methyl-nicotinamideHCID 86706559—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3-Formyl-phenyl)-5-methyl-nicotinamideHCID 86706560—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of N-(3-[1,3]dioxolan-2-yl-phenyl)-5-methyl-nicotinamide (3.0 g, 10.55 mmol) in dioxane (50 mL) is treated with a 4M HCl in 1,4-dioxane (30 mL). The mixture is heated at 60° C. for 3 h. Water (100 mL) is added to the mixture followed by NaOH 2M (70 mL) solution to get pH 10. The mixture is extracted twice with EtOAc (100 mL). The combined organic phases are dried over MgSO4, filtered and evaporated. The crude title compound is obtained as a brownish solid (1.744 g. 69%) LC-MS A: tR=0.58 min; [M+H]+=241.24.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428456B2
Source datasetuspto-grants-2016_08
ORD IDord-eb6914f785924cd4995b7b0a29c67b71
Source noteuspto-grants-2016_08