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Phenethylamine → trans-3-(2-indolecarboxamido)-4-oxo-2-phenyl-N-(2-phenylethyl)-2,3,4,5-tetrahydro 1,5-benzothiazepine-5-acetamide

HRID 345156
ノート
印刷プレビュー

反応式

HRID 345156 の反応式
N1C2C(=CC=CC=2)C=C1[C:10]([NH:12][C@@H:13]1[C:19](=[O:20])[N:18]([CH2:21][C:22]([OH:24])=O)[C:17]2[CH:25]=[CH:26][CH:27]=[CH:28][C:16]=2[S:15][C@H:14]1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:11].[C:35]1([CH2:41][CH2:42][NH2:43])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C([N:48]([CH2:53][CH2:54][CH2:55][CH3:56])CCCC)CCC.[I-].ClC1[CH:64]=[CH:63][CH:62]=[CH:61][N+]=1C>C(Cl)(Cl)Cl.ClCCl>[NH:43]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:41]=[C:42]1[C:10]([NH:12][C@@H:13]1[C:19](=[O:20])[N:18]([CH2:21][C:22]([NH:48][CH2:53][CH2:54][C:55]2[CH:56]=[CH:64][CH:63]=[CH:62][CH:61]=2)=[O:24])[C:17]2[CH:25]=[CH:26][CH:27]=[CH:28][C:16]=2[S:15][C@H:14]1[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1001PhenethylamineHCID 7622TributylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 14648568trans-3-(2-Indolecarboxamido)-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

生成物 1

HCID 14648571trans-3-(2-indolecarboxamido)-4-oxo-2-phenyl-N-(2-phenylethyl)-2,3,4,5-tetrahydro 1,5-benzothiazepine-5-acetamide

試薬・触媒・溶媒

2
HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

While a mixture of 2 g of trans-3-(2-indolecarboxamido)-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid, 20 ml of dichloromethane and 0.2 g of 2-phenylethylamine and tri-n-butylamine is stirred at room temperature, 1.2 g of 2-chloro-N-methylpyridinium iodide is added to the mixture. The mixture is stirred at room temperature for 18 hours. After chloroform is added to the reaction mixture, the mixture is washed with a 5% aqueous solution of hydrochloric acid, a saturated aqueous solution of sodium hydrogencarbonate and a saturated solution of sodium chloride. Thereafter, the mixture is dried, and the solvent is distilled off under reduced pressure. The obtained residue is separated and purified by silica gel column chromatography (eluent: chloroform), and recrystallized from ethanol to give 0.7 g of trans-3-(2-indolecarboxamido)-4-oxo-2-phenyl-N-(2-phenylethyl)-2,3,4,5-tetrahydro 1,5-benzothiazepine-5-acetamide 1/2hydrate, m.p. 157°-163° C.

後処理

  1. stirringThe mixture is stirred at room temperature for 18 hours
  2. washthe mixture is washed with a 5% aqueous solution of hydrochloric acid
  3. customThereafter, the mixture is dried
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe obtained residue is separated
  6. custompurified by silica gel column chromatography (eluent: chloroform)
  7. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-39b6de57c4af4f87b267fe58e22c2217
出典データセット
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05055464

反応ノート

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