HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoquinolin-5-ol → HCID 57919137, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoquinolin-5-ol | HCID 30386 | — |
| 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 57919137 | HCID 57919137 | 73% |
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 isoquinolin-5-ol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(isoquinolin-5-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.1 g, 73%) as a brown solid; ESI-MS 380 [M+H+]; HPLC: >96% (purity). 1H-NMR (300 MHz, DMSO-d6): δ 1.11 (m, 2H), 1.52 (m, 7H), 2.01 (m, 1H), 2.22 (m, 1H), 5.32 (m, 1H), 5.89 (s, 1H), 7.77 (m, 3H), 8.14 (m, 1H), 8.27 (m, 1H), 8.59 (m, 1H), 9.46 (s, 1H), 13.00 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258134B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-80c6aae85cb24dbeb31a36e172cbfc34 |
| Source note | uspto-grants-2012_09 |