HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → 2-(3-Cyclobutoxy-4-difluoromethoxyphenyl)-3-phenyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-(3-Cyclobutoxy-4-difluoromethoxyphenyl)-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one | HCID 66602498 | — |
| Reactant | 2-Bromo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602640 | — |
| Product | 2-(3-Cyclobutoxy-4-difluoromethoxyphenyl)-3-phenyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602713 | 89% |
Reaction Steps
Reaction and post treatment were carried out in the same manner as in Example 1-(a) except for using 299 mg (0.495 mmol) of 2-(3-cyclobutoxy-4-difluoromethoxyphenyl)-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one obtained in Example 34-(a) in place of 2-bromo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one, and using 95 mg (0.779 mmol) of phenylboronic acid in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane obtained in the following Reference example 1-(a), whereby 151 mg of the title compound was obtained as a pale beige solid. (Yield: 89%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450319B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-67b96807a29c48f587087804c7045ebf |
| Source note | uspto-grants-2013_05 |