HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (4Z)-6-bromo-4-[[[3-hydroxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]methylamino]methylidene]isoquinoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Aminomethyl-2-(2-pyrrolidin-1-yl-ethoxy)-phenol | HCID 59299875 | — |
| Reactant | (E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione | HCID 68692760 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (4Z)-6-bromo-4-[[[3-hydroxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]methylamino]methylidene]isoquinoline-1,3-dione | HCID 178518273 | 66.6% |
Reaction Steps
An amount of 33.5 mg (0.142 mmol) of 5-Aminomethyl-2-(2-pyrrolidin-1-yl-ethoxy)-phenol, is dissolved in N,N-dimethylformamide (2 ML). 30 μl (0.213 mmol) of triethylamine is added followed by 20 mg (0.071 mmol) of (4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione. After the mixture is stirred at room temperature for 30 min, water (2 mL) is added and the reaction mixture is stirred for 60 min. The precipitate is filtered and washed several times with anhydrous ether. The crude solid is then purified by high performance liquid chromatography to give 23 mg of a yellow solid. MS (ESI) m/z 486.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713994B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-2586240e61844c80a7de342dfc656ae6 |
| Source note | uspto-grants-2010_05 |