HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-Ethyl-9H-carbazole-3-carboxylic acid → HCID 71538151, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-Ethyl-9H-carbazole-3-carboxylic acid | HCID 4912869 | — |
| 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 81071596 | HCID 81071596 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 71538151 | HCID 71538151 | 52.6% |
Reaction Steps
A solution of the compound obtained in Step 3 (158 mg, 0.63 mmol), 9-ethyl-9H-carbazole-3-carboxylic acid (150 mg, 0.63 mmol), HATU (262 mg, 0.69 mmol) and TEA (0.096 mL, 0.69 mmol) in DMF (5 mL) was stirred at 50° C. for 14 hr. To the reaction solution was added brine at room temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 80% ethyl acetate/hexane) to give the title compound (156 mg, 0.330 mmol, 52.6%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120776B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a06c08c40e7a417cb2c2cdf6d789d96a |
| Source note | uspto-grants-2015_09 |