HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydro-1,4-benzodioxin-5-ol → 3-cyclohexyl-2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydro-1,4-benzodioxin-5-ol | HCID 82520 | — |
| Reactant | 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one | HCID 10729262 | — |
| Reactant | 2-Bromo-3-cyclohexyl-propionic acid methyl ester | HCID 57919170 | — |
| Product | 3-cyclohexyl-2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid | HCID 57919253 | — |
Reaction Steps
In an analogous manner to the stepwise sequence outlined in Intermediate 19, starting from 4,5-dichloro-2-(tetrahydropyran-2-yl)-2H-pyridazin-3-one (Intermediate 20) and 2,3-dihydro-benzo[1,4]dioxin-5-ol and alkylating with 2-bromo-3-cyclohexyl-propionic acid methyl ester (Intermediate 12) afforded 3-cyclohexyl-2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (30 mg, 89% for the final step) which was used in Example 133.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258134B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-74b14fa0247e4bbaa03e500ba47bbc91 |
| Source note | uspto-grants-2012_09 |