Potassium Carbonate → HCID 178466111、化合物

HRID 848992ノート

反応式

HRID 848992 の反応式
[CH3:1][C:2]([N:5]1[C:9]([OH:10])=[C:8]([C:11](=[O:24])[C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[C:14](I)[C:13]=2[CH3:23])[CH:7]=[N:6]1)([CH3:4])[CH3:3].[CH2:25]([O:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1)[CH3:26].C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(#N)C>[CH3:1][C:2]([N:5]1[C:9]([OH:10])=[C:8]([C:11](=[O:24])[C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[C:14]([C:31]3[CH:32]=[CH:33][C:28]([O:27][CH2:25][CH3:26])=[CH:29][CH:30]=3)[C:13]=2[CH3:23])[CH:7]=[N:6]1)([CH3:4])[CH3:3]

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 80271Tri-o-tolylphosphineHCID 27343514-Ethoxyphenylboronic acidHCID 178428877HCID 178428877、化合物

生成物 1

HCID 178466111HCID 178466111、化合物

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒2 回HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1.0 g (2.2 mmol) of 1-(1,1-dimethylethyl)-5-hydroxy-4-(3-iodo-2-methyl-4-methylsulfonylbenzoyl)pyrazole, 0.541 g (3.3 mmol) of 4-ethoxyphenylboronic acid, 0.607 g (4.4 mmol) of potassium carbonate, 0.025 g (0.11 mmol) of palladium(II) acetate, 0.100 g (0.33 mmol) of tri-o-tolylphosphine, 25 mL of acetonitrile, and 3 mL of water was heated at reflux with stirring for 15 min. The resulting mixture was cooled and diluted with water. The mixture obtained was extracted with ether and acidified with concentrated aqueous hydrochloric acid. The yellow precipitate that formed was collected by filtration and recrystallized by dissolving in dichloromethane and then adding hexane to obtain 800 mg (80 percent of theory) of the title compound as a white solid melting at 110° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux
  3. temperatureThe resulting mixture was cooled
  4. customThe mixture obtained
  5. extractionwas extracted with ether
  6. customThe yellow precipitate that formed
  7. filtrationwas collected by filtration
  8. customrecrystallized
  9. dissolutionby dissolving in dichloromethane

出典と根拠

ORDレコード
ord-f9a4e6c766d24a0b9da68c7b44827340
出典データセット
uspto-grants-2000_01
特許番号
US06010981

反応ノート

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