HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-{3-[2-(2-Chloro-4-fluorophenyl)acetylamino]phenyl}-1H-indazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 2-(2-Chloro-4-fluorophenyl)acetic acid | HCID 2725061 | — |
| Reactant | 3-(3-Aminophenyl)-1-perhydro-2h-pyran-2-yl-1h-indazole5-carboxamide | HCID 22479959 | — |
| Product | 3-{3-[2-(2-Chloro-4-fluorophenyl)acetylamino]phenyl}-1H-indazole-5-carboxamide | HCID 22479928 | 16% |
Reaction Steps
Following Example 290, the reaction of 3-(3-aminophenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide (200 mg, 0.56 mmol) with 2-chloro-4-fluorophenylacetic acid (0.13 g, 0.71 mmol) and EDCI (0.17 g, 0.89 mmol) furnished 38 mg (14% yield) of the title compound. 1H NMR (DMSO-d6) δ 10.4 (s, 1H), 8.6 (s, 1H), 8.1 (br s, 1H), 7.9 (dd, 1H), 7.75 (m, 2H), 7.65 (d, 1H), 7.52–7.4 (m, 3H), 7.35 (s, 1H), 7.2 (m, 1H), 3.9 (s, 2H); ES-MS (m/z) 423 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07211594B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-64b64a92ba27458fa33c00c0139452cf |
| Source note | uspto-grants-2007_05 |