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Hydrochloric Acid → N-(3-{3-[3-(3-bromo-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-propoxy}-benzoyl)-methanesulfonamide

HRID 410376
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반응식

HRID 410376 반응식
C(OC(=O)[N:7]=[C:8]1[N:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Br:20])[CH:15]=2)[C:11]2[CH:21]=[CH:22][CH:23]=[CH:24][C:10]=2[N:9]1[CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[O:36])[CH:30]=1)(C)(C)C.Cl>CO>[Br:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[CH2:13][N:12]1[C:11]2[CH:21]=[CH:22][CH:23]=[CH:24][C:10]=2[N:9]([CH2:25][CH2:26][CH2:27][O:28][C:29]2[CH:30]=[C:31]([CH:32]=[CH:33][CH:34]=2)[C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[O:36])[C:8]1=[NH:7]
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참가 물질

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반응물 2

HCID 313Hydrochloric AcidHCID 67422397[1-(3-Bromo-benzyl)-3-[3-(3-methanesulfonylaminocarbonyl-phenoxy)-propyl]-1,3-dihydro-benzoimidazol-ylidene]-carbamic acid tert-butyl ester

생성물 1

HCID 46241105N-(3-{3-[3-(3-bromo-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-propoxy}-benzoyl)-methanesulfonamide수율 35%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To [1-(3-bromo-benzyl)-3-[3-(3-methanesulfonylaminocarbonyl-phenoxy)-propyl]-1,3-dihydro-benzoimidazol-ylidene]-carbamic acid tert-butyl ester (90 mg, 0.14 mmol) at rt was added HCl in MeOH (5 ml). The reaction was stirred until the consumption of the starting material was observed by TLC. After this time, the mixture was concentrated under reduced pressure and purified by chromatography on basic alumina eluting with 10% MeOH/chloroform to provide N-(3-{3-[3-(3-bromo-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-propoxy}-benzoyl)-methanesulfonamide (27 mg, 35%). HPLC-MS 557, 559 [M+1]+.

후처리

  1. concentrationAfter this time, the mixture was concentrated under reduced pressure
  2. custompurified by chromatography on basic alumina eluting with 10% MeOH/chloroform

출처 및 근거

ORD 기록
ord-43e71afad5634c3c90534dd291bf4dd2
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759520B2

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