Water → 4-(aminomethyl)-6-bromo-1-(4-methoxybenzyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2(1H)-one

6-Bromo-1-(4-methoxybenzyl)-4-(nitromethyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2(1H)-one (1.0 g, 2.1 mmol), iron (294 mg, 5.3 mmol) and ammonium chloride (562 mg, 10.5 mmol) were stirred in methanol (5 mL) and water (5 mL) and the resulting solution was heated overnight under reflux. After the reaction solution was cooled to room temperature, methanol (10 mL) was added thereto, and the mixture was stirred at room temperature for 1 hour. After the resulting solid was removed by filtration, the mother liquid was concentrated, and the residue was washed sequentially with water and saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure, whereby the objective compound (958 mg, quant.) was obtained as a colorless foamy solid.

1. temperatureunder reflux
2. customAfter the resulting solid was removed by filtration
3. concentrationthe mother liquid was concentrated
4. washthe residue was washed sequentially with water and saturated brine
5. dry with materialdried over magnesium sulfate
6. customAfter the drying agent was removed by filtration
7. customthe solvent was evaporated under reduced pressure, whereby the objective compound (958 mg, quant.)
8. customwas obtained as a colorless foamy solid

ORD record

ord-dee237c2464647dfb08703c87693d45e

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08314094B2