1-Chloroethyl chloroformate → 2-chloro-N-methyl-N-(1-methylethyl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine hydrochloride

To a solution of 8-benzyl-2-chloro-N-methyl-N-(1-methylethyl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine (200 mg) in toluene (3 mL) was added 1-chloroethyl chloroformate (0.075 mL), and the mixture was stirred at 80° C. for 2 hr. The reaction mixture was cooled to room temperature, and concentrated. To the obtained residue was added methanol (3 mL) and the mixture was stirred at 80° C. for 1 hr. The reaction mixture was cooled to room temperature, and concentrated. The obtained residue was purified by recrystallization (methanol-diisopropyl ether) to give the title compound (102 mg, 60%) as pale-yellow crystals.

1. temperatureThe reaction mixture was cooled to room temperature
2. concentrationconcentrated
3. additionTo the obtained residue was added methanol (3 mL)
4. stirringthe mixture was stirred at 80° C. for 1 hr
5. temperatureThe reaction mixture was cooled to room temperature
6. concentrationconcentrated
7. customThe obtained residue was purified by recrystallization (methanol-diisopropyl ether)

ORD record

ord-0af4ffd46e10496ca88d3fe52103dfcd

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08324201B2