HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → 1,5-Bis(2-trimethylsilylethoxymethyl)-3-[1-(2-trimethylsilylethoxymethyl)-4-pyrazolyl]-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole | HCID 57477666 | — |
| Reactant | 3-Bromo-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602503 | — |
| Reactant | 2-Chloro-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602826 | — |
| Product | 1,5-Bis(2-trimethylsilylethoxymethyl)-3-[1-(2-trimethylsilylethoxymethyl)-4-pyrazolyl]-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one | HCID 66602668 | 46% |
Reaction Steps
Reaction and post treatment were carried out in the same manner as in Reference example 31 except for using 289 mg (0.61 mmol) of 3-bromo-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Reference example 20-(a) in place of 2-chloro-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one, and using 619 mg (1.91 mmol) of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilylethoxymethyl)-1H-pyrazole obtained in Reference example 32-(a) in place of phenylboronic acid, respectively, whereby 166 mg of the title compound was obtained as a slightly yellowish oil. (Yield: 46%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450319B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-ae54dc7439dc4b03a3d4c15987e56073 |
| Source note | uspto-grants-2013_05 |