HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 12751998, compound → HCID 90388426, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 12751998 | HCID 12751998 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90388426 | HCID 90388426 | — |
Reaction Steps
To a solution of methyltriphenylphosphonium bromide (2.05 g, 5.73 mmol, 2.0 equiv) in THF (10.0 mL) at −78° C. was added n-BuLi (3.58 mL, 1.6 M solution, 2.0 equiv) and stirred for 30 min followed by addition of 5,6-dihydro-5-tosylthieno[3,2-c]pyridin-7(4H)-one (880 mg, 2.86 mmol, 1.0 equiv) in THF (5.00 mL). The reaction mixture was stirred at rt for 1 h, then quenched by the addition of a saturated aqueous solution of ammonium chloride. Purification by column chromatography using 5% ethyl acetate in hexanes elution gave 175 mg of the yellow solid, 20%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09370515B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-c7ffd3f238884dbbbdec7b680956a837 |
| Source note | uspto-grants-2016_06 |