Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | HCID 59309954 | HCID 59309954 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59309782 | HCID 59309782 | 56.5% |
Reaction Steps
To a solution of 2-carboxymethyl-9-[2-chloro-5-(2-fluoro-6-methoxy-benzyloxy)-4-methoxyphenyl]-6-methoxy-7,9-dihydro-8H-purin-8-one (20 mg) in tetrahydrofuran (2 mL) was added borane-tetrahydrofuran complex (1.03 mol/L tetrahydrofuran solution, 0.08 mL) under ice-cooling, and the mixture was stirred at the same temperature for 30 minutes, and then stirred at room temperature for 4 hours. To the reaction mixture was added 1 mol/L hydrochloric acid, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1−ethyl acetate) to give the title compound (11 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08217069B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-90e31caf6f9640da9c67f3f78ba1d8a2 |
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| Source note | uspto-grants-2012_07 |
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