HuagongsheHuagongshe Chemistry Print Report · For research reference only
P-Anisidine → HCID 11555320, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 22025245 | HCID 22025245 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11555320 | HCID 11555320 | 78% |
Reaction Steps
To a suspension of 1-methyl-7-(pyridine-4-yloxy)-1H-indole-2-carboxylic acid (40 mg, 0.15 mmol) in DMF (1 mL) was added Hunig's base (52 microL, 0.3 mmol) resulting in a clear solution. After 5 min, HATU (90 mg, 0.23 mmol) and HOAT (3 mg, 0.02 mmol) were added followed by the above anisidine (39 mg, 0.15 mmol). The mixture was stirred overnight. The reaction mixture was diluted with EtOAc (30 mL), washed with water, brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was purified by column chromatography (eluting with 30-80% EtOAc in hexane) to give the title compound (60 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285545B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-0a7fa759f6a54a80bc5ab1ec67fb0a41 |
| Source note | uspto-grants-2007_10 |