HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 10389763, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Bromo-2-butyne | HCID 2756862 | — |
| Reactant | HCID 9823020 | HCID 9823020 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10389763 | HCID 10389763 | — |
Reaction Steps
To a solution of compound of Example 1 (41 mg, 0.1 mmol) in THF (3 mL) cooled in an ice bath was added NaH (16 mg, 0.4 mmol) followed by 2-butynyl bromide (9.6 μL, 0.11 mmol). After being stirred in the ice bath for 3 hours, saturated NH4Cl was added followed by EtOAc. The EtOAc layer was separated, washed with brine, dried over MgSO4 and concentrated. Purification by reversed phase HPLC gave the title compound as a powder. MS calculated (M+H)+ 466. found 466.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07985730B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-9f1038c2f16c4723b3bfb5518417da2f |
| Source note | uspto-grants-2011_07 |