Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 46830920 | HCID 46830920 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46830923 | HCID 46830923 | — |
Reaction Steps
Under an argon atmosphere [1-(5-Iodo-8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-cyclopropyl]-methanol (compound 150)(0.033 g, 0.06 mmol) was dissolved in DMF (0.5 mL). NaH (0.014 g, 0.36 mmol) was added and the suspension was heated at 65° C. for 1 h after which benzyl bromide (0.071 mL, 0.6 mmol) was added. The reaction mixture was stirred at 65° C. for 30 min after which is was cooled to rt. Aq. NaHCO3 and H2O was added. The aqueous phase was extracted with EtOAc (×2). The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica using DCM:MeOH 99:1 as eluent to afford the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952162B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-8537529ce8a34095ba08e8c4ee163f85 |
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| Source note | uspto-grants-2015_02 |
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