HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → N-Methoxy-N-methyl-4-(2-quinolin-2-yl-ethyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 4-(2-Quinolin-2-yl-ethyl)-benzoic acid | HCID 68576307 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-Methoxy-N-methyl-4-(2-quinolin-2-yl-ethyl)-benzamide | HCID 86249320 | 88% |
Reaction Steps
To a solution of 4-(2-Quinolin-2-yl-ethyl)-benzoic acid (530 mg) in dioxane 5 ml/acetonitrile 5 ml was added triethylamine (0.60 ml) and O,N-Dimethyl-hydroxylamine hydrogen chloride (240 mg). After 72 h, the reaction mixture was poured into 1N sodium hydroxide solution and extracted with chloroform, dried magnesium sulfate, filtered and concentrated. Biotage MPLC chromatography eluting with 20-50% ethyl acetate provided the title compound (516 mg, 88%). MS: (M+H m/z=321.1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07825254B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-ef16ca9a67464b3398c638abe54d72fa |
| Source note | uspto-grants-2010_11 |