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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927291Generated: October 31, 2026

Dimethylformamide → HCID 68388893, compound

https://huagongshe.com/reaction/927291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,4-DioxaneHCID 31275—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
ReactantQuinazoline, 2,4-bis[(trimethylsilyl)oxy]-HCID 11088105—
SolventMethanolHCID 887—
ProductHCID 68388893HCID 6838889383.7%

Reaction Conditions

Temperature122.5 °C

Reaction Steps

The intermediate product 2,4-di(trimethylsilyloxy)quinazoline, methyl 3-(bromomethyl)benzoate (2.1 g, 9.2 mmol) and DMF (1 mL) were added in turn into a 50 mL single-mouth flask, and then the temperature were raised to 115-130° C. and reacted for 3 hours. 1,4-dioxane (6 mL) and methanol (10 mL) were added after the reaction mixture was cooled to 100° C. Then the mixture was refluxed for 30 minutes. The mixture was filtered after it was cooled to room temperature. The precipitate was washed with water (20 mL) and methonal (10 mL), respectively, and dried to give the title compound (1.6 g, 83.7% yield) as white powder. 1H NMR (DMSO-d6): 11.76 (s, 1H), 8.00 (dd, J=7.8 and 1.2 Hz, 1H), 7.89 (s, 1H), 7.83 (d, J=7.8 Hz, 1H), 7.65-7.43 (m, 3H), 7.25-7.20 (m, 2H), 5.36 (s, 2H), 3.80 (s, 3H). MS: m/z 311.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290460B2
Source datasetuspto-grants-2016_03
ORD IDord-b4d0ff70e3974d40a92291668c665df4
Source noteuspto-grants-2016_03