HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-methyl-1H-pyrazole-3-sulfonic acid benzyl-(1-oxo-1,2,3,4-tetrahydro-isoquinolin-6-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Methyl-1H-pyrazole-3-sulfonyl chloride | HCID 13474466 | — |
| Reactant | 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one | HCID 67223915 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-methyl-1H-pyrazole-3-sulfonic acid benzyl-(1-oxo-1,2,3,4-tetrahydro-isoquinolin-6-yl)-amide | HCID 67223998 | 14% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a stirred solution of 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one (45 mg, 0.18 mmol) and pyridine (31 μl, 0.39 mmol) in anhydrous acetonitrile (1 ml) was added 1-methyl-1H-pyrazole-3-sulfonyl chloride (70 mg, 0.39 mmol) and the reaction heated to 150° C. in a microwave for 0.5 hrs. The solvent was evaporated in vacuo and the crude residue purified by preparative tlc (5% methanol in dichloromethane) to afford the title compound as a yellow solid (10 mg, 14%). HPLC retention time 3.83 min. Mass spectrum (ES+) m/z 397 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399481B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-c56c91d3a32c4bb49b4d22546a0e637f |
| Source note | uspto-grants-2013_03 |