Tetrahydrofuran → (E)-N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1'-biphenyl]-4-yl)-3-phenyl-2-propenamide

HRID 17349

反応式

HRID 17349 の反応式
[C:1](Cl)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O1CCCC1.[NH2:17][C:18]1[C:25]([OH:26])=[C:24]([F:27])[C:23]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[C:22]([CH3:34])[C:19]=1[C:20]#[N:21].C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[C:20]([C:19]1[C:22]([CH3:34])=[C:23]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:24]([F:27])=[C:25]([OH:26])[C:18]=1[NH:17][C:1](=[O:10])/[CH:2]=[CH:3]/[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)#[N:21]

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 660233-Phenylprop-2-enoyl chlorideHCID 516892Sodium BicarbonateHCID 860974464-Amino-3-cyano-6-fluoro-5-hydroxy-2-methylbiphenyl

生成物 1

HCID 86630839(E)-N-(3-Cyano-6-fluoro-5-hydroxy-2-methyl[1,1'-biphenyl]-4-yl)-3-phenyl-2-propenamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Under nitrogen atmosphere, cinnamoyl chloride (378 mg, 2.27 mmol) was dropwise added to a tetrahydrofuran solution (10 ml) of 2-amino-5-phenyl-4-fluoro-3-hydroxy-6-methylbenzonitrile (I-41) (500 mg, 2.06 mmol) and sodium hydrogencarbonate (399 mg, 4.75 mmol) cooled with ice, followed by stirring at room temperature for 17 hours and stirring at 60° C. for 1 hour. After cooling, ethyl acetate was added to the reaction liquid, followed by washing with water and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure.

後処理

  1. temperaturecooled with ice
  2. stirringstirring at 60° C. for 1 hour
  3. temperatureAfter cooling
  4. washby washing with water and saturated brine
  5. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated away under reduced pressure

出典と根拠

ORDレコード
ord-b6f53dcdba73465fa9aca3432bd28b74
出典データセット
uspto-grants-2010_06
特許番号
US07737166B2

関連ノート

読み込み中…