Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethyl methyl ether | HCID 83093 | — |
| Reactant | HCID 178462714 | HCID 178462714 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58459086 | HCID 58459086 | 11.1% |
Reaction Steps
Add sodium hydride (0.031 g, 0.0013 mol) to a solution of 8-(2-chlorophenyl)-6-(4-ethylpiperazin-1-yl)-2-methyl-9H-purine (0.233 g, 0.00065 mol) in dry tetrahydrofuran (20 mL) at 0° C. Stir the reaction mixture for 15 min, then cool to −30° C. and add bromomethyl methyl ether (0.081 g, 0.00065 mol). Warm the reaction mixture to room temperature and stir for one hour. Quench the reaction mixture with water, remove the tetrahydrofuran by evaporation and then extract the reaction mixture with dichloromethane. Dry the organic layer over anhydrous sodium sulfate, filter, and concentrate to give the residue. Purify the residue through preparative reverse phase HPLC (X-Bridge column, 5 mM NH4OAc/acetonitrile) to give the title compound (0.029 g). ES/MS m/z 401 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759360B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-0b5d9b03f5c84851a3ade6990fd75ae6 |
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| Source note | uspto-grants-2014_06 |
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