Bromoacetic Acid → 2-bromo-N-(3-(N-(3-(3,5-dimethoxyphenylamino)quinoxalin-2-yl)sulfamoyl)phenyl)acetamide

HRID 446676

반응식

HRID 446676 반응식
[Br:1][CH2:2][C:3]([OH:5])=O.CC(N=C=NC(C)C)C.[NH2:15][C:16]1[CH:17]=[C:18]([S:22]([NH:25][C:26]2[C:35]([NH:36][C:37]3[CH:42]=[C:41]([O:43][CH3:44])[CH:40]=[C:39]([O:45][CH3:46])[CH:38]=3)=[N:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[N:27]=2)(=[O:24])=[O:23])[CH:19]=[CH:20][CH:21]=1>C(Cl)Cl>[Br:1][CH2:2][C:3]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([S:22](=[O:23])(=[O:24])[NH:25][C:26]2[C:35]([NH:36][C:37]3[CH:42]=[C:41]([O:43][CH3:44])[CH:40]=[C:39]([O:45][CH3:46])[CH:38]=3)=[N:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[N:27]=2)[CH:17]=1)=[O:5]

참가 물질

5

반응물 3

HCID 6227Bromoacetic AcidHCID 12734DiisopropylcarbodiimideHCID 574484483-amino-N-(3-(3,5-dimethoxyphenylamino)quinoxalin-2-yl)benzenesulfonamide

생성물 1

HCID 592491652-bromo-N-(3-(N-(3-(3,5-dimethoxyphenylamino)quinoxalin-2-yl)sulfamoyl)phenyl)acetamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In a 50 mL round-bottom flask was added 2-bromoacetic acid (1.87 g, 13.5 mmol), N,N-diisopropylcarbodiimide (860 mg, 6.8 mmol) and 10 mL DCM. To this mixture was added 3-amino-N-(3-(3,5-dimethoxyphenylamino) quinoxalin-2-yl)benzenesulfonamide (2.03 g, 4.5 mmol), prepared using procedures similar to those in Example 168. The reaction was stirred overnight at room temperature. Complete consumption of the starting aniline was confirmed by LCMS. The solvent was evaporated off to yield the crude product (2-bromo-N-(3-(N-(3-(3,5-dimethoxyphenylamino) quinoxalin-2-yl)sulfamoyl)phenyl)acetamide). This was used directly in the next step without further purification.

후처리

  1. customprepared
  2. customconsumption of the starting aniline
  3. customThe solvent was evaporated off
  4. customto yield the crude product (2-bromo-N-(3-(N-(3-(3,5-dimethoxyphenylamino) quinoxalin-2-yl)sulfamoyl)phenyl)acetamide)
  5. customThis was used directly in the next step without further purification

출처 및 근거

ORD 기록
ord-eaaaffb0510a425db7412b110e21ab18
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481001B2

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