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4-((Tetrahydropyran-4-yl)amino)-3-nitrobenzoic acid → 3-Amino-4-((tetrahydropyran-4-yl)amino)benzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-((Tetrahydropyran-4-yl)amino)-3-nitrobenzoic acid | HCID 43610332 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Amino-4-((tetrahydropyran-4-yl)amino)benzoic acid | HCID 54888048 | 100.2% |
反応手順
4-((Tetrahydropyran-4-yl)amino)-3-nitrobenzoic acid (see Working Example 4-1) (202 g, 0.76 mol) was dissolved in a solvent mixture of THF (2.2 L) and methanol (1.5 L), Pd/C (5%, wet, 20 g) was added, and hydrogenation was carried out under 5 atm. Hydrogen absorption stopped at 3 h, and after the system was purged with argon the catalyst was removed by filtration, and the filtrate was concentrated at reduced pressure to yield the title compound (180 g, quant.) as a dark gray solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829035B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-b340ee561d764d2ea478af19f7930b3d |
| 出典メモ | uspto-grants-2014_09 |