Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 58938683 | HCID 58938683 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58938687 | HCID 58938687 | 74% |
Reaction Steps
To a solution of 2-(dipropylamino)-5-(2-fluoro-4-hydroxyphenyl)-3,7-dimethyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (30 mg, 0.0805 mmol) in N,N-dimethylformamide (0.5 ml) were added sodium hydride (66% dispersion in oil; 3.2 mg, 0.0886 mmol) and iodomethane (0.006 ml, 0.0886 ml) at 0° C., and the mixture was stirred at the same temperature for 30 minutes. The reaction mixture was diluted with ice-cold water and extracted with ethyl acetate (×1). The organic layer was washed with water (×1) and brine (×1), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with a 20% hexane/ethyl acetate mixture. The desired fractions were concentrated in vacuo to give 23 mg (74%) of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07897607B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-bd37734834e84248be0b29ffb408ce5d |
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| Source note | uspto-grants-2011_03 |
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