HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Bromo-2-methyl-6-(6-methylpyridin-3-yl)isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 2-Methyl-6-(6-methylpyridin-3-yl)isoquinolin-1-one | HCID 118022335 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-Bromo-2-methyl-6-(6-methylpyridin-3-yl)isoquinolin-1-one | HCID 118021605 | 67.2% |
Reaction Steps
Bromine (97 mg, 0.61 mmol) in acetic acid (0.61 mL) was added dropwise to 2-methyl-6-(6-methylpyridin-3-yl)isoquinolin-1-one (160 mg, 0.64 mmol) in acetic acid (6 mL) at 0° C. After stirring at room temperature for 17 min, water (22 mL) was added and the pH was adjusted to 7-8 with 1M NaOH. Extractive work up with ethyl acetate and purification by silica gel chromatography (PE:EA=2:1 to 3:2) gave the title compound (135 mg, 64.3%) as a yellow solid. LCMS: 329.0 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115114B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-c648107c6fb248e486a50ba31dd844c9 |
| Source note | uspto-grants-2015_08 |