HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(7-(5-fluoro-2-methylphenyl)isoquinolin-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 7-(5-Fluoro-2-methylphenyl)isoquinolin-3-amine | HCID 57410244 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-(7-(5-fluoro-2-methylphenyl)isoquinolin-3-yl)acetamide | HCID 67974795 | 15.2% |
Reaction Steps
To a solution of 7-(5-fluoro-2-methylphenyl)isoquinolin-3-amine (150 mg, 0.595 mmol) in pyridine (2 mL) was added acetyl chloride (56 mg, 0.714 mmol) dropwise at a temperature below 0° C. After the resulting mixture was stirred at room temperature for 2 h, water (2 mL) was added and it was concentrated under reduced pressure. The solid was washed with methanol and water to give the desired product (26.7 mg, 15.2%). LCMS (ESI): RT (min)=1.150, M+H+=294.8, method=A; 1H NMR (400 MHz, DMSO-d6) δ 10.62, (s, 1H), 9.14 (s, 1H), 8.47 (s, 1H), 8.00 (s, 1H), 7.93 (d, J=8.0 Hz, 1H), 7.68 (d, J=6.8 Hz, 1H), 7.35 (s, 1H), 7.15 (d, J=8.8 Hz, 2H), 2.22 (s, 3H), 2.12 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623889B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-f4a01cf834b8492fa1559633d5540cc6 |
| Source note | uspto-grants-2014_01 |