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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092339Generated: October 29, 2026

Hydrochloric Acid → 3-methyl-4-(2-(methylamino)quinazolin-6-yl)-1,7-naphthyridin-8(7H)-one

https://huagongshe.com/reaction/2092339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 58942251HCID 58942251—
Product3-methyl-4-(2-(methylamino)quinazolin-6-yl)-1,7-naphthyridin-8(7H)-oneHCID 67339914—

Reaction Conditions

Temperature175 °C

Reaction Steps

7-(4-Methoxybenzyl)-3-methyl-4-(2-(methylamino)quinazolin-6-yl)-1,7-naphthyridin-8(7H)-one (0.900 g, 2.06 mmol) was taken in a clear microwave vial and treated with 14 ml of TFA and 1 ml of cone HCl. The vial was capped and heated in a Personal Chemistry SmithSynthesizer to 175° C. for 45 minutes. The volatiles were evaporated under reduced pressure and residual TFA/water was azeotroped with toluene. The residue was taken up in DCM/2M MeOH and loaded unto silica. The residue was purified by column chromatography on silica gel using a gradient of 3 to 12% MeOH in DCM to give 3-methyl-4-(2-(methylamino)quinazolin-6-yl)-1,7-naphthyridin-8(7H)-one as a yellow solid. MS(M+H)+ 318.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440674B2
Source datasetuspto-grants-2013_05
ORD IDord-c1521836354848679f2f80d2bff41eaf
Source noteuspto-grants-2013_05