Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(Chloromethoxy)-2-methoxyethane | HCID 77590 | — |
| Reactant | 2-Mercaptomethyl-3,5-dicarboetoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine | HCID 11675833 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 70067608 | HCID 70067608 | 0.1% |
Reaction Steps
0.205 ml of triethylamine (1,476 mmol.) and 0.133 ml of methoxyethoxymethylchloride (MEM-Cl) (1,476 mmol.) are added to a solution of 3,5-dicarboethoxy-6-methyl-2-mercaptomethyl-4-(m-nitrophenyl)-1,4-dihydropyridine (400 mg, 0,984 mmol.) in anhydrous THF. The mixture is left to react for 30' at room temperature under nitrogen atmosphere. The reaction mixture is diluted with a mixture of ethyl acetate-water 1:1 (100 ml) and the phases are separated: the organic phase is washed with a 5% sodium bicarbonate solution (3×20 ml) and water (2×20 ml), dried on sodium sulphate, filtered and the solvent is evaporated under reduced pressure, yielding 422 mg of 3,5-dicarboethoxy-6-methyl-2-(methoxyethoxy-methylthiomethyl)-4-(m-nitrophenyl)-1,4-dihydropyridine, as a glassy yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04971984 |
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| Source dataset | uspto-grants-1990_11 |
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| ORD ID | ord-a8fd497a5ee44a1198014aa573573647 |
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| Source note | uspto-grants-1990_11 |
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