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3,6-dihydro-2H-[4,4]bipyridinyl-1,3'-dicarboxylic acid 1-t-butyl ester 3'-methyl ester → Methyl 4-(1-(tert-butoxycarbonyl)piperidin-4-yl)nicotinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,6-dihydro-2H-[4,4]bipyridinyl-1,3'-dicarboxylic acid 1-t-butyl ester 3'-methyl ester | HCID 58442829 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | Palladium hydroxide | HCID 9942167 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Methyl 4-(1-(tert-butoxycarbonyl)piperidin-4-yl)nicotinate | HCID 58442809 | 76.6% |
反応手順
A solution of Pd(OH)2/C (5.2 g, 7.4 mmol, 0.3 eq., 20%) in EtOAc (100 mL) was stirred for 10 minutes at room temperature under nitrogen. 3,6-Dihydro-2H-[4,4′]bipyridinyl-1,3′-dicarboxylic acid 1-t-butyl ester 3′-methyl ester (8.7 g, 27.3 mmol, 1.0 eq.) was added. Hydrogen gas was introduced into the reaction vessel (at 1 atm) and the solution was stirred for 5 hours at room temperature. The solids were filtered and the resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column and eluted with EtOAc/PE (1:5) to yield 3,4,5,6-tetrahydro-2H-[4,4′]bipyridinyl-1,3′-dicarboxylic acid 1-t-butyl ester 3′-methyl ester (6.7 g) as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08530663B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-c9b3700b34684366a734314c04cac608 |
| 出典メモ | uspto-grants-2013_09 |