HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 4-(4-(2-amino-3-carbamoyl-5-chlorophenylcarbamoyl)phenyl)piperidine-1-carboxylate → 6-chloro-2-(4-piperidin-4-ylphenyl)-1H-benzimidazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 4-(4-(2-amino-3-carbamoyl-5-chlorophenylcarbamoyl)phenyl)piperidine-1-carboxylate | HCID 69262008 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-chloro-2-(4-piperidin-4-ylphenyl)-1H-benzimidazole-4-carboxamide | HCID 16666094 | — |
Reaction Steps
A solution of EXAMPLE 74A (60 mg) in acetic acid (5 mL) at reflux was stirred for 60 minutes and concentrated. The concentrate was purified by chromatography on silica gel with 10% methanol/dichloromethane. 1H NMR (DMSO-d6) δ 9.24 (s, 1H), 8.22 (d, J=7.98 Hz, 2H), 7.96 (s, 1H), 7.75-7.84 (m, 2H), 7.46 (d, J=8.29 Hz, 2H), 3.41 (d, J=12.27 Hz, 2H), 2.99-3.08 (m, 2H), 2.96 (t, J=3.53 Hz, 1H), 2.01 (d, J=12.27 Hz, 2H), 1.79-1.90 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697736B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-b931a553e86847c68a79d48efa0ced5f |
| Source note | uspto-grants-2014_04 |