HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-Chloro-N-methoxy-N-methylnicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 6-Chloronicotinoyl Chloride | HCID 2782165 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Chloro-N-methoxy-N-methylnicotinamide | HCID 11435597 | — |
Reaction Steps
To a 1000-mL round-bottom flask containing N,O-dimethylhydroxylamine hydrochloride (12.0 g, 123 mmol) and triethylamine (40.0 g, 395 mmol) was added a solution of 6-chloropyridine-3-carbonyl chloride (17.6 g, 100 mmol, Intermediate 4, step a) in dichloromethane (100 mL) dropwise. The resulting mixture was stirred for 12 hours at room temperature and filtered. The filtrate was concentrated under vacuum to give the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303015B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-860eb4dea08140e38adb15880f5a158f |
| Source note | uspto-grants-2016_04 |