Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | 3-Bromo-2-fluoro-5-iodopyridine | HCID 46238396 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86715119 | HCID 86715119 | — |
Reaction Steps
To a suspension of NaH (60% in mineral oil, 4.32 g) in THF (300 mL) was added cyclopropylmethanol (5.83 g) at 0° C. and the mixture was stirred for 30 min at 0° C. A solution of 3-bromo-2-fluoro-5-iodopyridine (16.3 g) in THF (50 mL) was added to the suspension at 0° C. The suspension was allowed to warm to r.t. and stirred for 18 h. The suspension was poured into ice water and then extracted with EA (200 mL×3). The combined organic layers were washed with brine and dried over Na2SO4. After filtration and evaporation of the solvent, the residue was purified by SGC (eluent: PE) to give the subtitle compound. MS ESI+: m/z=354 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853412B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-390e6eaa68334c01932abca8ab0e94a9 |
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| Source note | uspto-grants-2014_10 |
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