HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → (4-Benzyloxy-3-methoxybenzyl)(5-chloro-2,6-dimethylpyrimidin-4-yl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(Benzyloxy)-4-(chloromethyl)-2-methoxybenzene | HCID 297962 | — |
| Reactant | 4-Amino-5-chloro-2,6-dimethylpyrimidine | HCID 593843 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (4-Benzyloxy-3-methoxybenzyl)(5-chloro-2,6-dimethylpyrimidin-4-yl)amine | HCID 22640039 | — |
Reaction Steps
In analogy to the method described in example A1, 3.67 g (22.8 mmol) of 4-amino-5-chloro-2,6-dimethylpyrimidine, 6.0 g (22.8 mmol) of 4-benzyloxy-3-methoxybenzyl chloride and 0.91 g (23 mmol) of sodium hydride (60% suspension in liquid paraffin) are reacted in a total of 190 ml of N-methylpyrrolidone. After chromatography on silica gel (mobile phase: toluene/dioxane=10:1) and crystallization from petroleum ether, the title compound is isolated as a pale beige solid. Yield: 3.42 g (39% of theory). m.p.: 101-105° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818642B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-fdcde48a9c0c43328d06be287cd508de |
| Source note | uspto-grants-2004_11 |