HCID 10434849、化合物 → 1-(p-Chlorobenzyl)-alpha,alpha-dimethyl-5-isopropyl3-cyclopropylmethylthioindole-2-propionamide

HRID 483419

反応式

HRID 483419 の反応式
[Cl:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([CH:16]([CH3:18])[CH3:17])=[CH:13][CH:14]=3)[C:9]([S:19][CH2:20][CH:21]3[CH2:23][CH2:22]3)=[C:8]2[CH2:24][C:25]([CH3:30])([CH3:29])[C:26](O)=[O:27])=[CH:4][CH:3]=1.[Al]([NH2:36])(C)C>C(Cl)Cl.CCCCCC.C(Cl)Cl>[Cl:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([CH:16]([CH3:18])[CH3:17])=[CH:13][CH:14]=3)[C:9]([S:19][CH2:20][CH:21]3[CH2:23][CH2:22]3)=[C:8]2[CH2:24][C:25]([CH3:30])([CH3:29])[C:26]([NH2:36])=[O:27])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 10434849HCID 10434849、化合物HCID 16689643Aminodimethyl aluminium

生成物 1

HCID 197524071-(p-Chlorobenzyl)-alpha,alpha-dimethyl-5-isopropyl3-cyclopropylmethylthioindole-2-propionamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 21226440Methylenechloride Hexane溶媒

実験手順

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°.

後処理

  1. temperaturethe reaction heated at 65° for 16h
  2. customThe reaction was quenched with 2N HCl at 0° C.
  3. addition0.5M NaK tartrate was added
  4. extractionthe solution extracted with ether
  5. customThe product from ether was purified by chromatography on silica gel (Toluene/Acetone/Acetic acid) 85:15:1

出典と根拠

ORDレコード
ord-321248452b834ad383b01b266c67fabc
出典データセット
uspto-grants-1993_07
特許番号
US05225421

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