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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Chloroacetyl chloride → methyl 2-{3-(acetylamino)-2-[(chloroacetyl)amino]phenyl}-3-cyclohexyl-1H-indole-6-carboxylate

HRID 1518230
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반응식

HRID 1518230 반응식
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]
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참가 물질

5

반응물 3

HCID 6577Chloroacetyl chloride2회HCID 79724-Methylmorpholine2회HCID 68708755methyl 2-[3-(acetylamino)-2-aminophenyl]-3-cyclohexyl-1H-indole-6-carboxylate

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane
용매
2회

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-ba0b26d486c540ca96476c13b530c1d4
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232390B2

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