HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-(4-Chlorophenyl)-5-(1H-imidazol-1-yl)-4-[4-(4-pyridinyl)phenoxy]-3(2H)-pyridazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Pyridine, 4-(trimethylstannyl)- | HCID 11128458 | — |
| Reactant | 4-(4-bromophenyl)oxy-2-(4-chlorophenyl)-5-(1H-imidazol-1-yl)-3(2H)-pyridazinone | HCID 58585383 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Chlorophenyl)-5-(1H-imidazol-1-yl)-4-[4-(4-pyridinyl)phenoxy]-3(2H)-pyridazinone | HCID 58585226 | — |
Reaction Steps
1.5 mmol of 4-(4-bromophenyl)oxy-2-(4-chlorophenyl)-5-(1H-imidazol-1-yl)-3(2H)-pyridazinone, 2.1 mmol of 4-trimethylstannylpyridine, 0.1 mmol of bis(triphenyl-phosphine)palladium dichloride and 1.3 mmol of ethyldiisopropylamine in 5 ml of dimethylformamide are heated at 100° C. for 5 hours. The solvent is removed in a rotary evaporator, and the residue is purified by chromatography on silica gel (elution with ethyl, acetate/methanol mixtures). 0.3 g (45% of theory) is obtained of m.p. 188° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07320977B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-9cc9fdcaf0964557b71979175a6485b3 |
| Source note | uspto-grants-2008_01 |