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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916416Generated: November 3, 2026

Acetyl chloride → 7-[(1-acetylpiperidin-4-yl)methoxy]-4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinazoline

https://huagongshe.com/reaction/916416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxy-7-(piperidin-4-ylmethoxy)quinazolineHCID 58960220—
SolventDichloromethaneHCID 6344—
Product7-[(1-acetylpiperidin-4-yl)methoxy]-4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinazolineHCID 5896025871.9%

Reaction Steps

4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxy-7-(piperidin-4-ylmethoxy)quinazoline (150 mg, 0.34 mmol) was suspended in methylene chloride (5 ml), and diisopropylethylamine (72 μl, 0.41 mmol) and acetyl chloride (29 μl, 0.41 mmol) were added. The mixture was stirred for half an hour at ambient temperature, washed with saturated sodium hydrogen carbonate solution, dried (MgSO4) and concentrated under reduced pressure. The solid was suspended in methanol and filtered off to give 7-[(1-acetylpiperidin-4-yl)methoxy]-4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinazoline (117 mg, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268230B2
Source datasetuspto-grants-2007_09
ORD IDord-1b5b480d703e45b7ae628d88af1f0e86
Source noteuspto-grants-2007_09