Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 52920283 | HCID 52920283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67116641 | HCID 67116641 | — |
Reaction Steps
A solution of the (1R,6S)-8-(4,6-dimethylpyrimidin-2-yl)-3-{[5-fluoro-2-(1H-pyrazol-3-yl)phenyl]carbonyl}-3,8-diazabicyclo[4.2.0]octane (Example 171) in DMF was treated with NaH at RT and stirred for 15 minutes until no more gas evolution occurred. The solution was cooled to −5° C. and then treated with MeI. Reaction allowed to stir for 20 min and then worked up by the addition of water followed by multiple extractions with EtOAc. Purified on 12 g SiO2 with 0-3.5% NH3 MeOH in CH2Cl2. MS (ESI) mass calcd. for C23H25FN6O, 420.5; m/z found, 421.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680275B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-7e49d8c9895a4fcc8df04019f5958c5f |
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| Source note | uspto-grants-2014_03 |
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