Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 21091724 | HCID 21091724 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21091746 | HCID 21091746 | 50.4% |
Reaction Steps
To a solution of 0.13 g (0.46 mmol) of (1S)-2-(2,5-diaza-bicyclo[2.2.1]hept-2-yl)-1-methyl-1H-[4,4′]bipyrimidinyl-6-one in 3 ml of anhydrous dimethylformamide was added 24 mg (0.6 mmol) of sodium hydride and the resulting mixture was stirred at 0° C. for 15 min. There is added 0.07 ml (0.6 mmol) of benzoyl chloride and the resulting solution was stirred at 0° C. for 2h. Water was added to the mixture and the resulting solution extracted with ethyl acetate. The combined extracts were washed with saturated aqueous ammonium chloride and evaporated. The crude product was purified by chromatography on silica gel eluting with a mixture of dichloromethane/methanol in the proportions 100/0 to 97/3 to give 90 mg (50%) of pure compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07452897B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-fe558e529f0d4d1290929aafa7d5b9b8 |
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| Source note | uspto-grants-2008_11 |
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