Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetramethyltin | HCID 11661 | — |
| Reactant | HCID 21182697 | HCID 21182697 | — |
| Reactant | Ethyl acetate methanol triethylamine | HCID 21980445 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21183003 | HCID 21183003 | 44% |
Reaction Steps
To a solution of 6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-bromo-4-[(1-pyrrolidinyl)methyl]phenyl ketone (Example 137, Part D) (81 mg, 0.13 mmol) in DMF (2 mL) in a pressure tube were added tetrakis(triphenylphosphine)palladium(0) (18 mg) and tetramethyltin (0.3 mL) sequentially, followed by flushing with argon. The mixture was allowed to stir in the sealed pressure tube at 135° C. for 23 h in dark. The cooled reaction mixture was fractionated directly through flash chromatography with Et3N:MeOH:EtOAc (5:10:85) to afford the title compound (32 mg, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06251921B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-69e6b418ae814a7581583fafc605cb88 |
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| Source note | uspto-grants-2001_06 |
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