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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549147Generated: October 29, 2026

1-Methylpiperazine → (11S)-11-[(4-Methylpiperazin-1-yl)methyl]-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-6-amine

https://huagongshe.com/reaction/549147

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant(11R)-11-(chloromethyl)-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-6-amineHCID 58406156—
Product(11S)-11-[(4-Methylpiperazin-1-yl)methyl]-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-6-amineHCID 5840617516.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

Methyl piperazine (0.3 mL, 2.5 mmol) was added to a vial containing (11R)-11-(chloromethyl)-10,11-dihydro-8H-[1,4]oxazino[4′,3′:1,2]imidazo[4,5-c]quinolin-6-amine (90 mg, 0.31 mmol). The vial was placed in a stainless-steel, high-pressure vessel and heated to 150° C. for 18 hours. The reaction mixture was cooled to ambient temperature. The resulting light brown oil was purified by chromatography (SiO2, 0-30% CMA/CHCl3). The resulting oil was slurried in acetonitrile to produce a solid which was isolated by filtration to give 18 mg of the desired product as a tan solid, mp 187-190° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943609B2
Source datasetuspto-grants-2011_05
ORD IDord-15917735a8474981ac71e78e978dd5d3
Source noteuspto-grants-2011_05