HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895596Generated: October 30, 2026
Hydrochloric Acid → HCID 20812187, compound
https://huagongshe.com/reaction/895596
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (8S,9R)-2,3-dimethyl-8-hydroxy-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridin-7-one | HCID 69552815 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 20812187 | HCID 20812187 | — |
Reaction Steps
2 g of (8S,9R)-2,3-dimethyl-8-hydroxy-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridin-7-one, 1 g of Adogen 464, 7 ml of 50% strength aqueous sodium hydroxide solution and 0.8 ml of benzyl bromide are intensively stirred at room temperature for 16 h in 10 ml of dichloromethane. The mixture is then adjusted to pH 7 using ½ conc. aqueous hydrochloric acid with cooling and extracted three times with 100 ml of dichloromethane each time, and the organic phases are combined and washed twice with a little water. After stripping off the volatile components in vacuo, the residue obtained is chromatographed on silica gel (eluent: dichloromethane/methanol 100/3). 1.2 g of the title compound are obtained as yellowish crystals of melting point 248-51° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06916825B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-44138e8afdca44b5be25cfe9bc8d12b7 |
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| Source note | uspto-grants-2005_07 |
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