HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-9-ethylcarbazole → HCID 86729738, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-9-ethylcarbazole | HCID 8588 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(((Tert-butoxy)carbonyl)amino)butanoic acid | HCID 294894 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86729738 | HCID 86729738 | 115% |
Reaction Steps
To a solution of 3-amino-9-ethylcarbazole (500 mg, 2.38 mmol), 4-(tert-butoxycarbonylamino)butyric acid (483 mg, 2.38 mmol) and DIEA (1.246 mL, 7.13 mmol) in DMF (12 mL) was added HATU (1085 mg, 2.85 mmol), and the mixture was stirred at room temperature for 3 days. To the reaction solution was added water, 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 75% ethyl acetate/hexane) to give crude tert-butyl 4-(9-ethyl-9H-carbazol-3-ylamino)-4-oxobutylcarbamate (1080 mg, 2.73 mmol, 115%) as a pale-yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120776B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d0a1fd99acdf4f7db3e8931cea4b551a |
| Source note | uspto-grants-2015_09 |