Water → HCID 10119952, 화합물

HRID 1181326노트

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HRID 1181326 반응식
[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([OH:34])[CH:29]=3)=[CH:23][CH:22]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl.Cl[CH2:39][C:40]1[CH:45]=[CH:44][N:43]=[CH:42][CH:41]=1.O>CN(C)C=O>[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:21]2[CH:22]=[CH:23][C:24]([O:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:39][C:40]4[CH:45]=[CH:44][N:43]=[CH:42][CH:41]=4)[CH:29]=3)=[CH:25][CH:26]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 745704-(Chloromethyl)pyridinium chlorideHCID 10139190HCID 10139190, 화합물

생성물 1

HCID 10119952HCID 10119952, 화합물수율 82.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Ethyl 1-cyclohexyl-2-[4-(3-hydroxyphenyloxy)phenyl]-benzimidazole-5-carboxylate (78 g) obtained in Example 28 was suspended in dimethylformamide (800 ml), and sodium hydride (60% oil, 14 g) was added under ice-cooling. The mixture was stirred for 1 hr at room temperature. After the reaction mixture was ice-cooled, 4-chloromethylpyridine hydrochloride (29 g) was added and the mixture was stirred for 30 min. The mixture was then stirred overnight at room temperature. Water was added to the reaction mixture and the precipitated crystals were collected by filtration. The resulting crystals were recrystallized from ethyl alcohol to give the title compound (77 g, yield 82%).

후처리

  1. temperaturecooling
  2. temperaturecooled
  3. stirringthe mixture was stirred for 30 min
  4. stirringThe mixture was then stirred overnight at room temperature
  5. filtrationthe precipitated crystals were collected by filtration
  6. customThe resulting crystals were recrystallized from ethyl alcohol

출처 및 근거

ORD 기록
ord-a92d3766aeb54b6cb296d77743c00dfc
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285551B2

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