HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-(2-(4-Methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Pyridinium, 1-amino-, iodide (1:1) | HCID 2733704 | — |
| Reactant | 1-(4-Methoxyphenyl)-4-methyl-1-pentyn-3-one | HCID 68542280 | — |
| Product | 1-(2-(4-Methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one | HCID 57837500 | 45% |
Reaction Steps
Starting with 5.0 g (36.7 mmol) of 4-methoxyethynylbenzene, 3.85 ml of isobutyryl chloride, and 5.0 g ZnCl2, the corresponding 1-(4-methoxyphenyl)-4-methylpent-1-yn-3-one was prepared using the same procedure as in Example 5(a) to obtain 7.87 g of crude oil intermediate. Starting with 7.5 g (37 mmol) of 1-(4-methoxyphenyl)-4-methylpent-1-yn-3-one, 8.22 g (37 mmol) of 1-aminopyridinium iodide and 11.6 g DBU, 4.84 g (45%) of 1-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one was obtained as in Example 5(b). Compound 1021.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585875B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-16e21e456b3e4181b7442ff611ec6b72 |
| Source note | uspto-grants-2009_09 |