Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 22841808 | HCID 22841808 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 19980425 | HCID 19980425 | — |
Reaction Steps
5 ml of a solution of hydrobromic acid in 30% acetic acid are added at 25° C. and under inert atmosphere to a solution of the less polar diastereoisomer of trans-2-(2-phenyl-1-cyclopropyl)-3-carboethoxy-5-cyano-6-methyl-4-(m-nitrophenyl)-1,4-dihydropyridine (0.5 g) in chloroform (5 ml). After 1 1/5 hours the mixture is poured into water (50 ml) and extracted with diethyl ether (25 ml). The phases are separated and the organic one is washed with a 5% NaHCO3 aqueous solution (3×50 ml) and water (2×50 ml), dried on sodium sulphate, filtered and the solvent is evaporated under reduced pressure. 500 mg of the more polar diastereoisomer of 2-(3-phenyl-3-bromopropyl)-3-carboethoxy-5-cyano-6-methyl -4-(m-nitrophenyl)-1,4-dihydropyridine are obtained as an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05075324 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-bc351af11a4642f28b3c6fde6ca989b1 |
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| Source note | uspto-grants-1991_12 |
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