HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Tributylstannyl)pyridazine → Tert-butyl 2-(3-methyl-4-(pyridazin-4-yl)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Tributylstannyl)pyridazine | HCID 6409733 | — |
| Reactant | Tert-butyl 2-(4-bromo-3-methylphenyl)acetate | HCID 58447742 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl 2-(3-methyl-4-(pyridazin-4-yl)phenyl)acetate | HCID 58447683 | — |
Reaction Conditions
| Temperature | 118 °C |
|---|
Reaction Steps
A mixture of tert-butyl 2-(4-bromo-3-methylphenyl)acetate (855 mg, 3.00 mmol), 4-(tributylstannyl)pyridazine (1162 mg, 3.15 mmol), Pd(PPh3)4 (173 mg, 0.15 mmol) and DMF (10 ml) was stirred under argon atmosphere at 118° C. overnight. After cooled to room temperature, the mixture was concentrated by evaporation of DMF, redissolved in ethyl acetate (50 ml) and washed with water (50 ml×2). After dried over Na2SO4 and concentrated by evaporation, the mixture was subjected to silica gel column chromatography with ethyl acetate/hexanes (1:1) as eluent to give tert-butyl 2-(3-methyl-4-(pyridazin-4-yl)phenyl)acetate 134-2 as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546396B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-3bc0cf9adf534a84b1804729329f20b4 |
| Source note | uspto-grants-2013_10 |