HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (5-Bromo-3-fluoropyridin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | 5-Bromo-3-fluoropyridine-2-carbonyl chloride | HCID 86668675 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Bromo-3-fluoropyridin-2-yl)methanol | HCID 57416937 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
5-Bromo-3-fluoropyridine-2-carbonyl chloride (0.50 g, 2.1 mmol) was dissolved in tetrahydrofuran (10 mL), cooled to 0° C. and treated with lithium borohydride (1.0 mL, 2 M tetrahydrofuran solution, 2.1 mmol, 1 equiv). After stirring for 30 minutes at 0° C., the mixture was treated with methanol (2 mL) and concentrated in vacuo. The residue was purified by silica gel gradient chromatography (100:0 to 0:100; hexanes:ethyl acetate), providing the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895580B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-27632c39ac1f41b7a8c221daf11968e7 |
| Source note | uspto-grants-2014_11 |