HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 66738339, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 66738308 | HCID 66738308 | — |
| Catalyst | Zirconium chloride (ZrCl4), (T-4)- | HCID 9856075 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66738339 | HCID 66738339 | 84.9% |
Reaction Steps
Dissolve sodium tetrahydroborate (296 mg, 7.83 mmol) and zirconium tetrachloride (684 mg, 2.9 mmol) in THF (1 mL) to form a milky solution. Add the solution of 2-(4-benzo[b]thiophen-7-yl-6-fluoro-pyridin-3-yl)-2-methyl-propionitrile (580 mg, 1.96 mmol) in THF (20 mL) under N2 at RT. Stir the mixture at RT overnight. Quench the reaction by pouring the mixture into an ice-water solution. Extract the mixture with chloroform/IPA (3/1). Basify the aqueous phase by adding diluted ammonium hydroxide and filter. Extract the filtrate with chloroform, dry the combined organic phase, and concentrate to give a pale yellow solid (500 mg, 84%). MS (ES) m/z 301 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114872B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-83b5c863c92c44278d36ae25c18930dc |
| Source note | uspto-grants-2012_02 |