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Ammonium formate → 2-Benzenesulfonyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinolin-6-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonium formate | HCID 2723923 | — |
| 反応物 | 2-Benzenesulfonyl-6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline | HCID 17814121 | — |
| 触媒 | Palladium hydroxide | HCID 9942167 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 2-Benzenesulfonyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinolin-6-ol | HCID 10184212 | 72% |
反応手順
A mixture of 2-benzenesulfonyl-6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline (0.043 g, 0.08 mmol), ammonium formate (0.096 g, 1.52 mmol), and 20% Pd(OH)2/C (0.025 g) in MeOH (10 ml) was refluxed under N2 for 1 hr, then filtered through Celite. The filtrate was evaporated in vacuo to a white residue that was dissolved in CH2Cl2 (10 ml) and washed with 1M NaOH (5 ml). The aqueous layer was extracted with CH2Cl2 (3×10 ml), and all of the combined organic solutions were dried over MgSO4 and concentrated in vacuo to give 0.026 g (72% yield) of colorless residue.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06608203B2 |
| 出典データセット | uspto-grants-2003_08 |
| ORD ID | ord-4d928dd33d5c4b3cbdee4217da9662ec |
| 出典メモ | uspto-grants-2003_08 |