Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 8-chloro-2-methyl-1H,2H,3H,4H,5H-pyrido(4,3-b)indole | HCID 19615 | — |
| Reactant | 2-(bromomethyl)-2-(4-chlorophenyl)-1,3-dioxolane | HCID 304326 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 50898366 | HCID 50898366 | — |
Reaction Steps
8-Chloro-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (1 g, 4.4 mmol) was dissolved in 10 mL of NMP. KOH (1.77 g, 31.78 mmol) was added at RT under nitrogen atmosphere and the reaction mixture was stirred for 5 min. 2-Bromomethyl-2-(4-chlorophenyl)-1,3-dioxolane (1.68 mg, 6.81 mmol) was added and the reaction mixture was heated at 100° C. for 3 h. Water was added and the product was extracted with EtOAc. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with 0-2% MeOH:DCM.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08741919B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-8066a43efe884f759959f63575697b56 |
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| Source note | uspto-grants-2014_06 |
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