HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methoxybutan-2-yl 4-methylbenzene-1-sulfonate → 4-(1-((2S)-1-methoxybutan-2-yl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methoxybutan-2-yl 4-methylbenzene-1-sulfonate | HCID 12700776 | — |
| Reactant | 4-(4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-Thiophenecarboxamide | HCID 117987918 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | 4-(1-((2S)-1-methoxybutan-2-yl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide | HCID 137010629 | — |
Reaction Steps
The racemic form of the title compound was obtained using 4-(4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide obtained in Step A of Example 148 and 1-methoxybutan-2-yl 4-methylbenzenesulfonate, in the same manner as in Step B of Example 148 and Step C of Example 148. The obtained racemic form was resolved by HPLC (column: L-column2 ODS (trade name) 20 mmID×150 mmL, 5 μm, manufactured by Daicel Chemical Industries, mobile phase: water/acetonitrile (containing 10 mM ammonium carbonate)) to give the title compound having a shorter retention time.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-22572f7a8b4940e0a7c18c9e0690e5e3 |
| Source note | uspto-grants-2016_06 |