Potassium Carbonate → HCID 136146568、化合物

HRID 1963009ノート

反応式

HRID 1963009 の反応式
Cl[CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:4]=1.[F:15][C:16]1[C:21]([OH:22])=[CH:20][CH:19]=[C:18]([F:23])[C:17]=1[C:24]1[NH:28][C:27](=[O:29])[O:26][N:25]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[N:4]=[C:3]([CH2:2][O:22][C:21]3[C:16]([F:15])=[C:17]([C:24]4[NH:28][C:27](=[O:29])[O:26][N:25]=4)[C:18]([F:23])=[CH:19][CH:20]=3)[O:7][N:6]=2)=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27357585-(Chloromethyl)-3-(4-chlorophenyl)-1,2,4-oxadiazoleHCID 136146569HCID 136146569、化合物

生成物 1

HCID 136146568HCID 136146568、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

To a solution of 5-chloromethyl-3-(4-chlorophenyl)-[1,2,4]oxadiazole (0.080 g, 0.35 mmol) in anhydrous DMF (2 ml) was added 3-(2,6-difluoro-3-hydroxyphenyl)-4H-[1,2,4]oxadiazol-5-one (0.075 g, 0.35 mmol) and potassium carbonate (0.17 g, 1.22 mmol) was added. The reaction mixture was stirred at 25° C. for 24 h under nitrogen atmosphere. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure, added water and extracted with EtOAc (3×50 ml). The combined organics was washed with water, dried (Na2SO4), filtered and concentrated. The crude residue was purified over silica (60-120 M) using ethyl acetate/hexane (45:55) as the eluent to provide the title compound as off white solid (0.0088 g, 6%).

後処理

  1. additionwas added
  2. customAfter the completion of the reaction (TLC monitoring)
  3. customthe reaction mixture was evaporated to dryness under reduced pressure
  4. additionadded water
  5. extractionextracted with EtOAc (3×50 ml)
  6. washThe combined organics was washed with water
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe crude residue was purified over silica (60-120 M)

出典と根拠

ORDレコード
ord-3ff973275b42427b97153eb289a95db7
出典データセット
uspto-grants-2013_04
特許番号
US08415383B2

反応ノート

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