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1-(p-Chlorobenzyl)-alpha,alpha-dimethyl-5-isopropyl-3-cyclopropylmethylthioindole-2-propanoic acid → 1-(p-Chlorobenzyl)-alpha,alpha-dimethyl-5-isopropyl3-cyclopropylmethylthioindole-2-propionamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(p-Chlorobenzyl)-alpha,alpha-dimethyl-5-isopropyl-3-cyclopropylmethylthioindole-2-propanoic acid | HCID 10434849 | — |
| 反応物 | Aminodimethyl aluminium | HCID 16689643 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Methylenechloride Hexane | HCID 21226440 | — |
| 生成物 | 1-(p-Chlorobenzyl)-alpha,alpha-dimethyl-5-isopropyl3-cyclopropylmethylthioindole-2-propionamide | HCID 19752407 | — |
反応手順
To a solution of 110 mg of methyl 1-(p-chlorobenzyl) α,α- dimethyl-5-isopropyl-3-cyclopropylmethylthioindole-2-propanoate (from Example 108) in 1 ml CH2Cl2 was added 1 ml of aminodimethylalane (Me2AlNH2) in hexane/CH2Cl2 (1.0M) and the reaction heated at 65° for 16h. The reaction was quenched with 2N HCl at 0° C., 0.5M NaK tartrate was added and the solution extracted with ether. The product from ether was purified by chromatography on silica gel (Toluene/Acetone/Acetic acid) 85:15:1 to yield the title compound, m.p. 137°-138°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05225421 |
| 出典データセット | uspto-grants-1993_07 |
| ORD ID | ord-321248452b834ad383b01b266c67fabc |
| 出典メモ | uspto-grants-1993_07 |