HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl3-aminocrotonate → 3-Methyl 5-(1-methylethyl) 4-(2-chloro-3-nitrophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl3-aminocrotonate | HCID 3271821 | — |
| Reactant | 2-Chloro-3-nitrobenzaldehyde | HCID 12667713 | — |
| Reactant | Methyl 4-fluoro-3-oxobutanoate | HCID 14170515 | — |
| Product | 3-Methyl 5-(1-methylethyl) 4-(2-chloro-3-nitrophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate | HCID 70091196 | 42.2% |
Reaction Steps
2-Chloro-3-nitrobenzaldehyde (1.38 g, 7.5 mmoles), methyl 4-fluoro-3-oxobutanoate (1.0 g, 7.5 mmoles) and 1-methylethyl 3-amino-2-butenoate (1.06 g, 7.5 mmoles) were heated at 90° for 2.5 hours. The reaction mixture was chromatographed on silica eluting with petroleum ether (60°-80°)/ethyl acetate mixtures. The title compound (1.35 g) was obtained after crystallisation from petroleum ether (60°-80°)/2-propanol. mp 156°-7°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04686217 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-3f985ae4fcda40fb9f350a1c1e8e47d8 |
| Source note | uspto-grants-1987_08 |