HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Amino-N-(4-chloro-5-phenoxy-thiophen-2-ylmethyl)-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 2-amino-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide | HCID 23130423 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | 2-Amino-N-(4-chloro-5-phenoxy-thiophen-2-ylmethyl)-nicotinamide | HCID 23130815 | 24% |
Reaction Steps
To a mixture of 2-amino-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide described in Example A-67 (21 mg, 0.064 mmol) and N,N-dimethylformamide (1 mL) was added N-chlorosuccinimide (13 mg, 0.096 mmol), and the solution was stirred overnight at room temperature. The reaction solution was purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and trifluoroacetic acid salt of the title compound (7.4 mg, 0.016 mmol, 24%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932272B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-a5740ff1020745e0a4a8418d2e244f64 |
| Source note | uspto-grants-2011_04 |