HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Tributylstannyl)pyridine → HCID 136335914, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Tributylstannyl)pyridine | HCID 3483848 | — |
| Reactant | HCID 136344015 | HCID 136344015 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 136335914 | HCID 136335914 | 15.8% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a solution of 7-bromo-4-hydroxy-3-phenyl-isothiazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (180 mg, 0.47 mmol) in DMF (2.37 mL) was added 3-(tributylstannyl)pyridine (349 mg, 0.95 mmol) and PdCl2(PPh3)2 (33.3 mg, 0.047 mmol). The reaction mixture was stirred at 120° C. for 30 min. After cooling to r. t. the mixture was partitioned between water (150 mL) and EtOAc (150 mL). The organic layer was washed with brine, water, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel. Elution with 0-20% EtOAc/CH2Cl2 gave the title compound as white solid (28 mg): MS (m/z) 378.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09387200B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-894bc28107a0442e9a4344c3c698ad7b |
| Source note | uspto-grants-2016_07 |