HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-Methyl-1H-imidazole-4-sulfonic acid (4-chloro-benzyl)-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-methyl-1H-imidazole-4-sulfonyl chloride | HCID 2736887 | — |
| Reactant | HCID 67224204 | HCID 67224204 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Methyl-1H-imidazole-4-sulfonic acid (4-chloro-benzyl)-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-amide | HCID 49834529 | 54.5% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a stirred solution of 7-(4-chloro-benzylamino)-4,4-dimethyl-3,4-dihydro-2H-isoquinolin-1-one (20 mg, 0.06 mmol) and pyridine (12 μl, 0.14 mmol) in anhydrous acetonitrile (1 ml) was added 1-methyl-1H-imidazole-4-sulfonyl chloride (25 mg, 0.14 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 HPLC (Method A) to afford the title compound as a colourless solid (15 mg, 21%). HPLC retention time 4.07 min. Mass spectrum (ES+) m/z 459 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399481B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-2dc0cf9e31494cae9a961ac3e95c8bd5 |
| Source note | uspto-grants-2013_03 |