HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → n-(4-((4-(4-Dimethylamino-6-methoxypyrimidin-2-yl)piperazin-1-yl)methyl)phenylmethyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-((4-(chloromethyl)phenyl)methyl)acetamide | HCID 15550682 | — |
| Reactant | 1-(4-Dimethylamino-6-methoxypyrimidin-2-yl)piperazine | HCID 18423123 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | n-(4-((4-(4-Dimethylamino-6-methoxypyrimidin-2-yl)piperazin-1-yl)methyl)phenylmethyl)acetamide | HCID 18423185 | 104.7% |
Reaction Steps
A solution of N-(4-chloromethylphenylmethyl)acetamide (0.9 g), 1-(4-dimethylamino-6-methoxypyrimidin-2-yl)piperazine (1.1 g) and potassium carbonate (1.0 g) in dimethylformamide (10 ml) was stirred at 80° C. for 8.5 hr. The reaction mixture was poured into water (100 ml) and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give a brown oil (1.9 g). The obtained brown oil was purified by silica gel column chromatography (developing solvent; chloroform:methanol=9:1) to give a yellow oil (1.6 g). The obtained yellow oil was crystallized from ethyl acetate/hexane (1:1, 20 ml) to give the title compound (1.0 g) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06455528B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-2956cc5a464f49c79db1f6cfe7a5bf68 |
| Source note | uspto-grants-2002_09 |