1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 4-[2-(1-Benzyl-2-methyl-1H-indol-4-yloxy)-acetylsulfamoyl]-butyric acid methyl ester

HRID 1445912노트

반응식

HRID 1445912 반응식
[CH2:1]([N:8]1[C:16]2[C:11](=[C:12]([O:17][CH2:18][C:19](O)=[O:20])[CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][O:24][C:25](=[O:33])[CH2:26][CH2:27][CH2:28][S:29](=[O:32])(=[O:31])[NH2:30].CCN=C=NCCCN(C)C>ClCCl.CN(C1C=CN=CC=1)C>[CH3:23][O:24][C:25](=[O:33])[CH2:26][CH2:27][CH2:28][S:29](=[O:31])(=[O:32])[NH:30][C:19](=[O:20])[CH2:18][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[CH:10]=[C:9]([CH3:22])[N:8]2[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 10511613Methyl 4-sulfamoylbutanoateHCID 18461534(1-Benzyl-2-methyl-1H-indol-4-yloxy)-acetic acid

생성물 1

HCID 685477134-[2-(1-Benzyl-2-methyl-1H-indol-4-yloxy)-acetylsulfamoyl]-butyric acid methyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of (1-benzyl-2-methyl-1H-indol-4-yloxy)-acetic acid (5) (0.189 g, 0.64 mmole) in dichloromethane (15 mL), 4-sulfamoyl-butyric acid methyl ester (0.232 g, 1.28 mmole), EDCI (0.122 g, 0.64 mmole) and DMAP (0.078 g, 0.64 mmole) were added. The mixture was stirred at room temperature for 18 h. The dichloromethane was evaporated to half of the original volume and the mixture was washed with water (2×10 mL). The organic layer was separated and evaporated. The residue was purified by column chromatography (10:1 CHCl3:MeOH) to afford intermediate (6) as a solid. Yield: 0.15 g, 51%

후처리

  1. customThe dichloromethane was evaporated to half of the original volume
  2. washthe mixture was washed with water (2×10 mL)
  3. customThe organic layer was separated
  4. customevaporated
  5. customThe residue was purified by column chromatography (10:1 CHCl3:MeOH)

출처 및 근거

ORD 기록
ord-695312058b34417980a41988dd6d0801
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666898B2

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