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Chloroacetyl chloride → methyl 2-{3-(acetylamino)-2-[(chloroacetyl)amino]phenyl}-3-cyclohexyl-1H-indole-6-carboxylate

HRID 1518230
ノート
印刷プレビュー

反応式

HRID 1518230 の反応式
CN1CCOCC1.[Cl:8][CH2:9][C:10](Cl)=[O:11].[C:13]([NH:16][C:17]1[C:18]([NH2:42])=[C:19]([C:23]2[NH:24][C:25]3[C:30]([C:31]=2[CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)=[CH:29][CH:28]=[C:27]([C:38]([O:40][CH3:41])=[O:39])[CH:26]=3)[CH:20]=[CH:21][CH:22]=1)(=[O:15])[CH3:14]>C(Cl)Cl>[C:13]([NH:16][C:17]1[C:18]([NH:42][C:10](=[O:11])[CH2:9][Cl:8])=[C:19]([C:23]2[NH:24][C:25]3[C:30]([C:31]=2[CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)=[CH:29][CH:28]=[C:27]([C:38]([O:40][CH3:41])=[O:39])[CH:26]=3)[CH:20]=[CH:21][CH:22]=1)(=[O:15])[CH3:14]
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 6577Chloroacetyl chloride2 回HCID 79724-Methylmorpholine2 回HCID 68708755methyl 2-[3-(acetylamino)-2-aminophenyl]-3-cyclohexyl-1H-indole-6-carboxylate

生成物 1

HCID 68706281methyl 2-{3-(acetylamino)-2-[(chloroacetyl)amino]phenyl}-3-cyclohexyl-1H-indole-6-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒
2 回

実験手順

N-methyl morpholine (1 eq) and chloroacetylchloride (1 eq) were added to a stirred solution of methyl 2-[3-(acetylamino)-2-aminophenyl]-3-cyclohexyl-1H-indole-6-carboxylate in CH2Cl2 (0.03 M) under N2. After stirring at RT for 1 h, further N-methyl morpholine (1 eq) and chloroacetylchloride (1 eq) were introduced. The reaction was stirred for another hour before diluting with CH2Cl2 and washing with 1N HCl (aq), water and brine. The organics were then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford the title compound as a brown solid that was taken on in the subsequent step without further purification (91%). MS (ES+) m/z 482 (M+H)+, 484 (M+H)+.

後処理

  1. stirringThe reaction was stirred for another hour
  2. washwashing with 1N HCl (aq), water and brine
  3. dry with materialThe organics were then dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ba0b26d486c540ca96476c13b530c1d4
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08232390B2

反応ノート

読み込み中…

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