HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methylbut-1-yne → 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-hydroxy-4-methyl-2-pentynyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methylbut-1-yne | HCID 69019 | — |
| Reactant | HCID 86627032 | HCID 86627032 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Reactant | HCID 178418486 | HCID 178418486 | — |
| Reactant | HCID 178446073 | HCID 178446073 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-hydroxy-4-methyl-2-pentynyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602820 | 67% |
Reaction Steps
Reaction and post treatment were carried out in the same manner as in Example 71-(a) except for using 1.74 g (2.80 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in the same manner as in Example 15-(a), and using 6 ml of toluene solution containing 27w % 27 wt % 3-methyl-1-butynyl magnesium bromide prepared from ethyl magnesium bromide and 3-methyl-1-butyne in place of tetrahydrofuran solution containing ethynyl magnesium bromide, whereby 1.30 g of the title compound was obtained as a white foam. (Yield: 67%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450319B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-915828e47600462a9ea58f22a83ad264 |
| Source note | uspto-grants-2013_05 |