1,2-Dichloroethane → 4-[1-diethylcarbamoyl-5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-3-methoxy-N-o-tolylsulfonylbenzamide

HRID 1739594

反応式

HRID 1739594 の反応式
[CH2:1]([N:3]([CH2:38][CH3:39])[C:4]([N:6]1[C:14]2[C:9](=[CH:10][C:11]([C:15](=[O:25])[NH:16][CH2:17][CH:18]([CH3:24])[CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:12][CH:13]=2)[C:8]([CH2:26][C:27]2[CH:35]=[CH:34][C:30]([C:31]([OH:33])=O)=[CH:29][C:28]=2[O:36][CH3:37])=[CH:7]1)=[O:5])[CH3:2].ClCCCl.[C:44]1([CH3:54])[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=1[S:50]([NH2:53])(=[O:52])=[O:51]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH2:1]([N:3]([CH2:38][CH3:39])[C:4]([N:6]1[C:14]2[C:9](=[CH:10][C:11]([C:15](=[O:25])[NH:16][CH2:17][CH:18]([CH3:24])[CH2:19][C:20]([F:23])([F:21])[F:22])=[CH:12][CH:13]=2)[C:8]([CH2:26][C:27]2[CH:35]=[CH:34][C:30]([C:31]([NH:53][S:50]([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=3[CH3:54])(=[O:51])=[O:52])=[O:33])=[CH:29][C:28]=2[O:36][CH3:37])=[CH:7]1)=[O:5])[CH3:2]

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 69242-MethylbenzenesulfonamideHCID 218411244-[1-diethylcarbamoyl-5-(4,4,4-trifluoro-2-methylbutylcarbamoyl)-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid

生成物 1

HCID 158722004-[1-diethylcarbamoyl-5-(4,4,4-trifluoro-2-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-3-methoxy-N-o-tolylsulfonylbenzamide収率 75%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 4-[1-diethylcarbamoyl-5-(4,4,4-trifluoro-2-methylbutylcarbamoyl)-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid (0.12 grams, 0.22 mmol), 4-dimethylaminopyridine (0.040 grams, 0.33 mmol) and 1,2-dichloroethane (0.063 grams, 0.33 mmol) in methylene chloride (15 mL) was added o-tolylsulfonamide (0.038 grams, 0.22 mmol). The resulting solution was stirred, at room temperature, for 12 hours. The reaction mixture was then diluted with methylene chloride and washed with 1 M hydrochloric acid (aq). The organics were dried over magnesium sulfate and concentrated in vacuo. Recrystallization from wet ether gave the titled compound (0.115 grams, 75% yield), m.p.=153-154° C. Anal calcd. for C35H39H4O6SF3 : C, 59.92; H, 5.60; N, 7.99. Found: C, 60.18; H, 5.68; N, 8.41.

後処理

  1. washwashed with 1 M hydrochloric acid (aq)
  2. dry with materialThe organics were dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customRecrystallization from wet ether

出典と根拠

ORDレコード
ord-c782782ae7374116aa1097f0633e44d0
出典データセット
uspto-grants-1999_10
特許番号
US05965745

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