HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-N-cyclopropyl-1H-1,2,3-triazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | ethyl 1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-1H-1,2,3-triazole-4-carboxylate | HCID 68517012 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-N-cyclopropyl-1H-1,2,3-triazole-4-carboxamide | HCID 57665000 | 59% |
Reaction Steps
The product obtained in the same manner as in Example 133e) from ethyl 1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-1H-1,2,3-triazole-4-carboxylate (2.37 g) obtained in Example 133c) was dissolved in DMF (18 ml), cyclopropylamine (0.51 ml), triethylamine (1.01 ml), HOBt (1.12 g) and WSC (1.40 g) were successively added, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the mixture was acidified with 1N hydrochloric acid. The precipitated crystals were collected by filtration and washed with water to give the title compound as a pale-brown powder (1.41 g, yield in 2 steps 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07803822B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-e111487706fe4c048955a971fb376e2c |
| Source note | uspto-grants-2010_09 |