HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorophenol → HCID 57919288, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorophenol | HCID 9707 | — |
| 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 57919288 | HCID 57919288 | 70% |
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-fluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2-fluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.2 g, 70%); ESI-MS 347 [M+H+]; HPLC: >98% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.91 (s, 1H), 7.18-7.33 (m, 4H), 5.98 (s, 1H), 5.51-5.56 (m, 1H), 2.30-2.40 (m, 1H), 2.07-2.16 (m, 1H), 1.50-1.80 (m, 7H), 1.11-1.21 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258134B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-d7b383ded6b54429a22688e46d121199 |
| Source note | uspto-grants-2012_09 |