Morpholine → 2-(2,6-Dimethyl-4-morpholin-4-yl-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

HRID 1513221노트

반응식

HRID 1513221 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[N:9]=[C:10]([C:12]3[C:17]([CH3:18])=[CH:16][C:15](OS(C(F)(F)F)(=O)=O)=[CH:14][C:13]=3[CH3:27])[NH:11][C:7]=2[CH:6]=1)=[O:4].[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.O.CCCCCCC.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[N:9]=[C:10]([C:12]3[C:13]([CH3:27])=[CH:14][C:15]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)=[CH:16][C:17]=3[CH3:18])[NH:11][C:7]=2[CH:6]=1)=[O:4]

참가 물질

8

반응물 3

HCID 8083MorpholineHCID 62657Potassium Phosphate, TribasicHCID 866328162-(2,6-Dimethyl-4-trifluoromethanesulfonyloxy-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

생성물 1

HCID 669663972-(2,6-Dimethyl-4-morpholin-4-yl-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

시약·촉매·용매 4

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 962Water용매HCID 1140Toluene용매HCID 8900Heptane용매

반응 조건

온도
80 °C

실험 절차

To a stirred solution of 2.4 g of 2-(2,6-Dimethyl-4-trifluoromethanesulfonyloxy-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester in 6 ml of toluene was added 4 ml of morpholine, 280 mg of Pd2(dba)3, 400 mg of P(biphenyl)t -Bu2 and 2.0 g of K3PO4. The reaction vessel sealed and heated at 80° C. overnight. The reaction was cooled to room temperature and diluted with water and heptane. The resulting precipitates were collected by filtration, washed with water and dried to afford the title compound. LCMS retention T=1.14 min, m/z=366.2, Method 10.

후처리

  1. customThe reaction vessel sealed
  2. temperatureThe reaction was cooled to room temperature
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-f028f19ac43b4fe192fb6ae8f3a09cce
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217065B2

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