HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Difluorophenol → HCID 57919176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one | HCID 10729262 | — |
| Reactant | Methyl 2-bromo-3-cyclopentylpropanoate | HCID 57919172 | — |
| Product | HCID 57919176 | HCID 57919176 | 53% |
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 2,4-difluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,4-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10 g, 53%) as a white solid; ESI-MS 364 [M+H+]; HPLC: >98% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.89-7.90 (d, 1H), 7.15-7.21 (m, 1H), 6.94-7.05 (m, 2H), 5.94 (s, 1H), 5.50-5.55 (m, 1H), 2.30-2.40 (m, 1H), 2.09-2.16 (m, 1H), 1.50-1.79 (m, 7H), 1.14-1.21 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258134B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-5f96c86991d74eb0805ee081a4fa62cb |
| Source note | uspto-grants-2012_09 |