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N-bromobutanimide → 3-Bromo-7-thiazol-2-yl-imidazo[1,2-a]pyridine

HRID 1446669
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HRID 1446669 반응식
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][N:9]2[CH:12]=[CH:13][N:14]=[C:8]2[CH:7]=1.C1C(=O)N([Br:22])C(=O)C1>C(O)C.ClCCl>[Br:22][C:12]1[N:9]2[CH:10]=[CH:11][C:6]([C:2]3[S:1][CH:5]=[CH:4][N:3]=3)=[CH:7][C:8]2=[N:14][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 685434347-Thiazol-2-yl-imidazo[1,2-a]pyridine

생성물 1

HCID 685397873-Bromo-7-thiazol-2-yl-imidazo[1,2-a]pyridine수율 67.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

실험 절차

Dissolve 7-thiazol-2-yl-imidazo[1,2-a]pyridine (1.14 g, 5.66 mmol) in 25 mL absolute ethanol, then add NBS (1.0 g, 5.66 mmol), stir the mixture at room temperature for 15 minutes, dilute with 35 mL dichloromethane and apply to a 10 g SCX Mega Bond-Elut™ cartridge (Varian) pre-washed with 150 mL 1:1 CH2Cl2:MeOH. Wash the SCX cartridge with 300 mL 1:1 CH2Cl2:MeOH, elute with 150 mL CH2Cl2:2 M NH3-MeOH, and concentrate the eluates and dry to provide 1.07 g (67%) of the title compound as a tan solid. MS (ES) 280, 282.

후처리

  1. washpre-washed with 150 mL 1:1 CH2Cl2
  2. washWash the SCX cartridge with 300 mL 1:1 CH2Cl2
  3. washMeOH, elute with 150 mL CH2Cl2
  4. concentration2 M NH3-MeOH, and concentrate the eluates
  5. customdry

출처 및 근거

ORD 기록
ord-21a2d8e681ab4c06a3299f810d10953b
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07666879B2

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