1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(4-(5-iodo-2-methoxypyrimidin-4-yloxy)phenyl)-5-methylpyridin-2-amine

HRID 473738노트

반응식

HRID 473738 반응식
[I:1][C:2]1[C:3](=[O:10])[N:4]=[C:5]([O:8][CH3:9])[NH:6][CH:7]=1.N12CCCN=C1CCCCC2.[CH3:22][C:23]1[CH:24]=[CH:25][C:26]([NH:29][C:30]2[CH:35]=[CH:34][C:33](O)=[CH:32][CH:31]=2)=[N:27][CH:28]=1>C(#N)C.CCOC(C)=O>[I:1][C:2]1[C:3]([O:10][C:33]2[CH:32]=[CH:31][C:30]([NH:29][C:26]3[CH:25]=[CH:24][C:23]([CH3:22])=[CH:28][N:27]=3)=[CH:35][CH:34]=2)=[N:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1

참가 물질

6

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 593739864-(5-Methylpyridin-2-ylamino)phenolHCID 178494260HCID 178494260, 화합물

생성물 1

HCID 59374006N-(4-(5-iodo-2-methoxypyrimidin-4-yloxy)phenyl)-5-methylpyridin-2-amine

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred mixture of 5-iodo-2-methoxypyrimidin-4(1H)-one (0.12 g, 0.46 mmol) and (1H-benzo[d][1,2,3]triazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate(V) (0.24 g, 0.55 mmol) in acetonitrile (4 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (0.14 mL, 0.91 mmol). The reaction mixture was stirred at room temperature for 30 min before 4-(5-methylpyridin-2-ylamino)phenol (0.27 g, 1.37 mmol) was added. The reaction mixture was stirred at room temperature for an additional 1 h. The reaction mixture was diluted with EtOAc and washed with water. The organic layer was separated, washed with sat. sodium chloride, dried over magnesium sulfate, filtered, and concentrated. The resulting crude product was purified by silica gel chromatography to give N-(4-(5-iodo-2-methoxypyrimidin-4-yloxy)phenyl)-5-methylpyridin-2-amine. MS (ESI, pos. ion) m/z: 435.1 (M+1).

후처리

  1. additionwas added
  2. washwashed with water
  3. customThe organic layer was separated
  4. washwashed with sat. sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe resulting crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-6c070034c13c459484b4a55730bfb41c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637500B2

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