HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 18765146, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 13193883 | HCID 13193883 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18765146 | HCID 18765146 | 93.4% |
Reaction Steps
To a solution of 2-methyl-5,6,7,8-tetrahydro-1,6-naphthyridine [Shiozawa et al., Chem. Pharm. Bull., 32, 2522, (1984)] (2.73 g, 0.0184 mol) in CH2Cl2 (30 ml) and triethylamine (5.1 ml, 0.0368 mol) was added acetyl chloride (1.57 ml, 0.0221 mol) at 0° C. The reaction mixture was stirred for 24 h at room temperature, after which time the reaction mixture was washed sequentially with saturated aqueous sodium bicarbonate, H2O, saturated brine, dried over MgSO4 and evaporated under reduced pressure to afford the subtitle compound (3.27 g, 93%). Rf 0.5 (CH2Cl2/MeOH/0.88NH3 90/10/1, v/v). MS M/z 191 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06653302B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-1e8d7cf1871647dd8bb1e1b08f891e97 |
| Source note | uspto-grants-2003_11 |