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N-bromobutanimide → (3-bromo-6-phenyl-7-{4-{3-[5-(pyridine-2-yl)-1H-[1,2,4]triazole-3-yl)-azetidine-1-ylmethyl]-phenyl}-imidazo[1,2-a]pyrimidin-5-yl)-methylamine

HRID 1851306
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HRID 1851306 반응식
[CH3:1][NH:2][C:3]1[N:8]2[CH:9]=[CH:10][N:11]=[C:7]2[N:6]=[C:5]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]3[CH2:22][CH:21]([C:23]4[N:27]=[C:26]([C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=5)[NH:25][N:24]=4)[CH2:20]3)=[CH:14][CH:13]=2)[C:4]=1[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[Br:40]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:40][C:9]1[N:8]2[C:3]([NH:2][CH3:1])=[C:4]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:5]([C:12]3[CH:13]=[CH:14][C:15]([CH2:18][N:19]4[CH2:20][CH:21]([C:23]5[N:27]=[C:26]([C:28]6[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=6)[NH:25][N:24]=5)[CH2:22]4)=[CH:16][CH:17]=3)=[N:6][C:7]2=[N:11][CH:10]=1
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참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 178482059HCID 178482059, 화합물

생성물 1

HCID 178482057(3-bromo-6-phenyl-7-{4-{3-[5-(pyridine-2-yl)-1H-[1,2,4]triazole-3-yl)-azetidine-1-ylmethyl]-phenyl}-imidazo[1,2-a]pyrimidin-5-yl)-methylamine수율 26.1%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

50 mg (0.097 mmol) Methyl-(6-phenyl-7-{4-{3-[5-(pyridine-2-yl)-1H-[1,2,4]triazole-3-yl)-azetidine-1-ylmethyl]-phenyl}-imidazo[1,2-a]pyrimidin-5-yl)-amine are dissolved in 3.9 mL chloroform. 19.1 mg (0.11 mmol) N-bromosuccinimide are added and the reaction mixture is heated for one hour at reflux. The solvent is evaporated and the residue purified by chromatography (silicagel, eluents: dichloromethane/methanol). 15 mg (24.7%) of the desired compound are obtained.

후처리

  1. temperaturethe reaction mixture is heated for one hour
  2. temperatureat reflux
  3. customThe solvent is evaporated
  4. customthe residue purified by chromatography (silicagel, eluents: dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-fef83ade0bf94f0ead99f94d26c8b390
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957064B2

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