HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (2-Chloro-pyrimidin-4-yl)-methyl-quinolin-3-yl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (2-Chloropyrimidin-4-yl)quinolin-3-ylamine | HCID 22326846 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2-Chloro-pyrimidin-4-yl)-methyl-quinolin-3-yl-amine | HCID 22326843 | — |
Reaction Steps
To a solution of (2-chloro-pyrimidin-4-yl)-quinolin-3-yl-amine (0.400 g, 1.64 mmol) in DMF (7 mL) at 0° C. was added MeI (0.133 mL, 2.13 mmol) and NaH (60% dispersion in mineral oil, 0.079 g, 1.97 mmol). The reaction mixture was warmed to RT, accompanied by the appearance of a yellow color and solid precipitate. After stirring for 1 h at RT, H2O (25 mL) was added and the mixture was extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine, dried with MgSO4, filtered and concentrated under reduced pressure. Chromatography on silica gel (1:1 EtOAc:Hexanes) provided the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939874B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-83a084a4d5654287a2da1f0af506acc7 |
| Source note | uspto-grants-2005_09 |