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3-Fluorobenzaldehyde → Methyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-fluorophenyl)pyridine-5-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Fluorobenzaldehyde | HCID 68009 | — |
| 反応物 | Methyl 3-aminocrotonate | HCID 643918 | — |
| 反応物 | 5-Acetonyl-3-chloromethyl-1,2,4-oxadiazole | HCID 13824705 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 生成物 | Methyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-fluorophenyl)pyridine-5-carboxylate | HCID 135833461 | 72.1% |
反応手順
A stirred solution of 500 mg of 5-acetonyl-3-chloromethyl-1,2,4-oxadiazole, 390 mg of 3-fluorobenzaldehyde and 362 mg of methyl 3-aminocrotonate in 20 ml of isopropyl alcohol was heated under reflux for 5 hours. The reaction mixture was concentrated in vacuo and the residue was chromatographed on silica gel using chloroform as eluent to give 780 mg of methyl 1,4-dihydro-2,6-dimethyl-3-(3-chloromethyl-1,2,4-oxadiazol-5-yl)-4-(3-fluorophenyl)pyridine-5-carboxylate. Recrystallization from ethyl acetate-isopropyl ether afforded pale yellow crystals, m,p, 186° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04705786 |
| 出典データセット | uspto-grants-1987_11 |
| ORD ID | ord-8919eabfded0477495c00523c7ca0a08 |
| 出典メモ | uspto-grants-1987_11 |