HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl methyl 2,6-dimethyl-4-(3-chloro-2-fluorophenyl)-1,4-dihydropyridine 3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | 3-Chloro-2-fluorobenzaldehyde | HCID 736335 | — |
| Reactant | HCID 13504496 | HCID 13504496 | — |
| Product | 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl methyl 2,6-dimethyl-4-(3-chloro-2-fluorophenyl)-1,4-dihydropyridine 3,5-dicarboxylate | HCID 10369676 | — |
Reaction Steps
To a solution of 158.5 mg of 3-chloro-2-fluorobenzaldehyde and 116 mg of methylacetoacetate in 1 ml of 2-pranol was added 291 mg of 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl 3-aminocrotonate. To the mixture was added 0.1 ml of concentrated aqueous ammonia. The resulting maxture was refluxed for 9 hours. The solvent was distilled off under reduced pressure. The residue was chromatographed over silica gel to give the desired compound (156) with the identical physical properties to those of the compound in the Example 18-(i).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04578395 |
| Source dataset | uspto-grants-1986_03 |
| ORD ID | ord-e5592e0de6b54522b7d3038ff4a4ce76 |
| Source note | uspto-grants-1986_03 |