HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 178474526, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 21023616 | HCID 21023616 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178474526 | HCID 178474526 | 13% |
Reaction Steps
To a solution of (2-(1H-imidazol-5-yl)phenyl)methanamine (77 mg, 0.445 mmol) in dichloromethane (3 mL) was added pyridine (0.11 mL, 1.33 mmol) and acetyl chloride (76 μL, 1.07 mmol). The reaction was stirred at room temperature for 16 h. The solvent was removed under reduced pressure. The crude product was dissolved in methanol (4 mL) and refluxed for 2 h. The solution was concentrated and the residue was purified by flash column chromatography (silica gel, 5%-20% MeOH/DCM as eluent) to afford the desired product as a white solid (12 mg, 0.056 mmol, 13%). 1H NMR: 2.01 (s, 3H), 4.44 (d, 2H, J=6.3 Hz), 7.21 (d, 1H, J=1.2 Hz), 7.27-7.30 (m, 2H), 7.41-7.48 (m, 2H), 7.73 (d, 1H, J=0.9 Hz), 7.96 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722720B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-d95f60fce88d44c2ae7542b17112a37b |
| Source note | uspto-grants-2014_05 |