HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Difluorophenol → HCID 57919142, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Difluorophenol | HCID 80879 | — |
| 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 57919142 | HCID 57919142 | 63% |
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-difluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,3-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (14.91 g, 63%) as a white solid; ESI-MS 364 [M+H+]; HPLC: >95% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.89-7.90 (d, 1H), 7.12-7.19 (m, 2H), 6.99-7.03 (m, 1H), 6.01 (s, 1H), 5.51-5.56 (m, 1H), 2.29-2.39 (m, 1H), 2.07-2.16 (m, 1H), 1.50-1.81 (m, 7H), 1.10-1.25 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258134B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-458a19069bc4407488059ed379933872 |
| Source note | uspto-grants-2012_09 |