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

HRID 473738ノート

反応式

HRID 473738 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6c070034c13c459484b4a55730bfb41c
出典データセット
uspto-grants-2014_01
特許番号
US08637500B2

反応ノート

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