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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717341Generated: October 30, 2026

Ethanol → 2-[4-(Aminomethyl)phenyl]quinazoline-4-carboxylic acid

https://huagongshe.com/reaction/717341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
Reactantethyl 2-[4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]phenyl]quinazoline-4-carboxylateHCID 90411437—
SolventAcetic AcidHCID 176—
Product2-[4-(Aminomethyl)phenyl]quinazoline-4-carboxylic acidHCID 90411467—

Reaction Conditions

Temperature100 °C

Reaction Steps

Into a 500-mL round-bottom flask, was placed ethyl 2-[4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]phenyl]quinazoline-4-carboxylate (4 g, 9.14 mmol, 1.00 equiv), ethanol (40 mL) and 1N KOH (70 mL). The resulting solution was stirred for 24 h at 100° C. in an oil bath. The pH value of the solution was adjusted to 7 with acetic acid. The resulting mixture was concentrated under vacuum. This resulted in 2.6 g (crude) of 2-[4-(aminomethyl)phenyl]quinazoline-4-carboxylic acid as a white solid. MS (ESI) m/z 280 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193707B2
Source datasetuspto-grants-2015_11
ORD IDord-17749f26da15416785f7bedda0dc6e2d
Source noteuspto-grants-2015_11