HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66965767, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | Methyl 3-(3,5-dimethyl-4-formylphenyl)propionate | HCID 54209618 | — |
| Reactant | HCID 66966238 | HCID 66966238 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66965767 | HCID 66965767 | — |
Reaction Steps
A solution of 3,4-diamino-N-isoquinolin-1-yl-benzamide (200 mg) and 3-(4-formyl-3,5-dimethylphenyl)-propionic acid methyl ester (189 mg) (from Example 6-17) in 5 mL DMF/0.5 mL water was stirred at ambient temperature for 15 min then oxone (292 mg) was added and stirring was continued for 1 h. Water was added and the mixture was extracted with EtOAc. The organic phase was dried over sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by flash chromatography using 5% MeOH/methylene chloride as eluent to give 3-{4-[6-(Isoquinolin-1-ylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethylphenyl}-propionic acid methyl ester. MS (ESI)m/z 479.1 (M+H), retention time=1.33 min, Method 10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222248B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-cf6349103fc74d49956f0e4f509c7c41 |
| Source note | uspto-grants-2012_07 |