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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092283Generated: October 30, 2026

Sodium Carbonate → HCID 24863242, compound

https://huagongshe.com/reaction/2092283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)quinazolin-2-amineHCID 16086139—
ReactantN-(2,3-dihydro-1H-inden-5-yl)-8-iodo-7-methylquinazolin-4-amine hydrochlorideHCID 67338686—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 24863242HCID 24863242—

Reaction Conditions

Temperature180 °C

Reaction Steps

2 M Aqueous sodium carbonate (857 μl, 1.7 mmol), tetrakis(triphenylphosphine)palladium (0) (99 mg, 86 μmol), N-(2,3-dihydro-1H-inden-5-yl)-8-iodo-7-methylquinazolin-4-amine hydrochloride (250 mg, 571 μmol), N-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-2-amine (326 mg, 1142 μmol) and dioxane (5 mL) were added to a microwave vial. The reaction mixture was heated in a microwave at 180° C. for 20 min. The solid residue was filtered off through Celite® and washed with methanol and DCM. The filtrate was concentrated and purified by flash chromatography (0-10% MeOH in DCM) to give 6-(4-(2,3-dihydro-1H-inden-5-ylamino)-7-methylquinazolin-8-yl)-N-methylquinazolin-2-amine as an off-white amorphous solid. MS (M+H)+ 433.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440674B2
Source datasetuspto-grants-2013_05
ORD IDord-d385b6e148d54bed8bf615070705e9db
Source noteuspto-grants-2013_05