HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → (4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 4-Bromo-2-methylbenzoic acid | HCID 99570 | — |
| Reactant | 4-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate | HCID 23149411 | — |
| Reactant | 1-(3,5-Dimethylpyridin-2-yl)piperazine | HCID 58484496 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone | HCID 58484835 | 90.7% |
Reaction Steps
To a mixture of 1-(3,5-dimethylpyridin-2-yl)piperazine (3.8 g) described in Preparation Example 47, 4-bromo-2-methylbenzoic acid (4.3 g) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (8.8 g) were added chloroform (30 mL) and methanol (30 mL), and the mixture was stirred at room temperature overnight. After evaporation of the solvent, ethyl acetate was added, and insoluble materials were filtered off. The solvent in the filtrate was evaporated, and the residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354401B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6d18ea0f565248b2ac382bfe94166ec9 |
| Source note | uspto-grants-2013_01 |