HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-3-chloro-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Chloro-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-3-chloro-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602555 | — |
| Reactant | 2-Bromo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602640 | — |
| Reactant | 3-Cyclopropylmethoxy-4-difluoromethoxyphenylboronic acid | HCID 66602830 | — |
| Reactant | 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | HCID 66602834 | — |
| Product | 3-Chloro-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602460 | 46% |
Reaction Steps
Reaction and post treatment were carried out in the same manner as in Example 1-(a) except for using 0.40 g (1.1 mmol) of 2-bromo-3-chloro-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in the following Reference example 16-(d) in place of 2-bromo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one, and using 0.55 g (2.1 mmol) of 3-cyclopropylmethoxy-4-difluoromethoxyphenylboronic acid obtained in the following Reference example 3-(b) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, whereby 254 mg of the title compound was obtained as a white solid. (Yield: 46%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450319B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-65300a002a5e41088d9bcca5cf6e9f7b |
| Source note | uspto-grants-2013_05 |