HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((4-((2-(1-Methylethoxy)ethoxy)methyl)phenoxy)methyl)oxirane → 1,4-Dihydro-2,6-dimethyl-4-(m-nitrophenyl)-pyridine-3,5-dicarboxylic acid 3-{{{2-{{p-{2-[[3-[4-(2-isopropoxyethoxymethyl)-phenoxy]-2-hydroxypropylamino]]-2-methylpropoxy}-phenoxy}}-ethyl}}}-ester 5-methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((4-((2-(1-Methylethoxy)ethoxy)methyl)phenoxy)methyl)oxirane | HCID 15107809 | — |
| Reactant | 1,4-Dihydro-2,6-dimethyl-4-(m-nitrophenyl)-pyridine-3,5-dicarboxylic acid 3-{2-[p-(2-amino-2-methylpropoxy)-phenoxy]-ethyl}-ester 5-methyl ester | HCID 70393709 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 1,4-Dihydro-2,6-dimethyl-4-(m-nitrophenyl)-pyridine-3,5-dicarboxylic acid 3-{{{2-{{p-{2-[[3-[4-(2-isopropoxyethoxymethyl)-phenoxy]-2-hydroxypropylamino]]-2-methylpropoxy}-phenoxy}}-ethyl}}}-ester 5-methyl ester | HCID 70393806 | — |
Reaction Steps
A solution of 4.6 g (8.5 mmol) of 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-pyridine-3,5-dicarboxylic acid 3-{2-[p-(2-amino-2-methylpropoxy)-phenoxy]-ethyl}-ester 5-methyl ester and 2.95 g (11 mmol) of 1-(2,3-epoxypropoxy)-4-[2-(isopropoxy)-ethoxymethyl]-benzene in 20 ml of isopropanol is heated under reflux for 6 hours while stirring. Working up and chromatographic purification analogously to Example 1 yield 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-pyridine-3,5-dicarboxylic acid 3-{{{2-{{p-{2-[[3-[4-(2-isopropoxyethoxymethyl)-phenoxy]-2-hydroxypropylamino]]-2-methylpropoxy}-phenoxy}}-ethyl}}}-ester 5-methyl ester in the form of a vitreous solid having the structure: ##STR38##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04818766 |
| Source dataset | uspto-grants-1989_04 |
| ORD ID | ord-8b053799ca474cf4ad134e2f7c29068d |
| Source note | uspto-grants-1989_04 |