HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-cyanoindole-2-carboxylate → 5-Cyano-1H-indole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-cyanoindole-2-carboxylate | HCID 4714953 | — |
| Reactant | Ammonia methanol | HCID 21705897 | — |
| Product | 5-Cyano-1H-indole-2-carboxamide | HCID 67095796 | 83.3% |
Reaction Steps
Treat 5-cyano-1H-indole-2-carboxylic acid ethyl ester, 3a (m=0, 1.0 g, 4.67 mmol) with 7 N NH3/MeOH as described in General Procedure IV to afford the title compound as an ivory colored solid (720 mg, 83.3%): mp>300° C.; 1H NMR (DMSO-d6) δ 12.0 (brs, 1H), 8.21 (s, 1H), 8.14 (brs, 1H), 7.51 (m, 3H), 7.25 (s, 1H); tlc (10% MeOH/CH2Cl2) Rf=0.40, m/z obs=186 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629376B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-d63bc24077fa45948197910651ea447b |
| Source note | uspto-grants-2009_12 |