HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634431Generated: October 30, 2026
Benzyl Alcohol → HCID 131735484, compound
https://huagongshe.com/reaction/634431
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 5-Bromo-2-iodopyridin-3-ol | HCID 22602985 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 131735484 | HCID 131735484 | 92% |
Reaction Steps
To a solution of 5-bromo-2-iodopyridin-3-ol (0.700 g, 2.334 mmol, prepared according to Bioorg. Med. Chem. Lett. 2013, 2, 6784, which is incorporated herein by reference in its entirety) in dry THF (10 ml), previously cooled to 0° C., benzyl alcohol (0.728 ml, 7.00 mmol), triphenylphosphine (PPh3) (2.095 ml, 7.00 mmol) and diisopropyl azodicarboxylate (1.287 ml, 6.54 mmol) were added. The reaction was stirred for 4 h at room temperature. Solvent was removed and the product was purified by Biotage Si 50 g with a gradient of heptane and EtOAc 3-(benzyloxy)-5-bromo-2-iodopyridine (Intermediate G25.1, 835 mg, 2.141 mmol, 92% yield) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321776B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-b9eb90f9b7a346bf99552587be3751df |
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| Source note | uspto-grants-2016_04 |
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