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1H-Indole-7-carboxylic acid → 1H-indole-7-carboxylic acid (4-tert-butyl-2-hydroxy-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amide

HRID 855248
ノート
印刷プレビュー

反応式

HRID 855248 の反応式
CCN=C=NCCCN(C)C.Cl.[NH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][C:20]=2[C:22]([OH:24])=O)[CH:15]=[CH:14]1.[C:25]([C:29]1[CH:30]=[CH:31][C:32]([CH2:36][NH:37][CH2:38][CH2:39][C:40]2[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=2)=[C:33]([OH:35])[CH:34]=1)([CH3:28])([CH3:27])[CH3:26]>C(Cl)Cl>[C:25]([C:29]1[CH:30]=[CH:31][C:32]([CH2:36][N:37]([CH2:38][CH2:39][C:40]2[CH:41]=[CH:42][C:43]([F:46])=[CH:44][CH:45]=2)[C:22]([C:20]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:21]=2[NH:13][CH:14]=[CH:15]3)=[O:24])=[C:33]([OH:35])[CH:34]=1)([CH3:28])([CH3:26])[CH3:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 742811H-Indole-7-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 693423465-Tert-butyl-2-{[2-(4-fluoro-phenyl)-ethylamino]-methyl}-phenol

生成物 1

HCID 866030371H-indole-7-carboxylic acid (4-tert-butyl-2-hydroxy-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amide収率 82%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

1.69 g (8.8 mmol) of EDC.HCl were added to 1.46 g (8.8 mmol) of 1H-indol-7-carboxylic acid and 2.41 g (8.8 mmol) of 5-tert-butyl-2-{[2-(4-fluoro-phenyl)-ethylamino]-methyl}-phenol dissolved in 80 ml DCM. The reaction mixture was stirred at rt over night, diluted with DCM and washed once with water and once with saturated aqueous NaCl solution, dried over sodium sulfate, filtered and the solvent was evaporated. The residue was purified by column chromatography (250 g silica gel; heptane/EtOAc 7:3) to yield 2.9 g (82%) 1H-indole-7-carboxylic acid (4-tert-butyl-2-hydroxy-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amide as a colorless foam. MS (ISP) 445.3 (M+H)+.

後処理

  1. washwashed once with water and once with saturated aqueous NaCl solution
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customThe residue was purified by column chromatography (250 g silica gel; heptane/EtOAc 7:3)

出典と根拠

ORDレコード
ord-64323683dbaa4314b418e0680cb74bff
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07259183B2

反応ノート

読み込み中…

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