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
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | (11R)-11-(chloromethyl)-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-6-amine | HCID 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-amine | HCID 58406175 | 16.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943609B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-15917735a8474981ac71e78e978dd5d3 |
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| Source note | uspto-grants-2011_05 |
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