Potassium Carbonate → HCID 86700055、化合物

HRID 1428104ノート

反応式

HRID 1428104 の反応式
CC1(C)C(C)(C)OB([C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)O1.C(=O)([O-])[O-].[K+].[K+].Br[C:24]1[C:25]([NH2:46])=[N:26][CH:27]=[C:28]([C:30]2[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][N:39]3[CH2:43][CH2:42][CH2:41][CH2:40]3)=[C:32]([O:44][CH3:45])[CH:31]=2)[CH:29]=1>O1CCOCC1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:13][C:12]1[CH:11]=[CH:10][C:9]([C:24]2[C:25]([NH2:46])=[N:26][CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][N:39]4[CH2:43][CH2:42][CH2:41][CH2:40]4)=[C:32]([O:44][CH3:45])[CH:31]=3)[CH:29]=2)=[CH:15][CH:14]=1

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 27346204-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 86700054HCID 86700054、化合物

生成物 1

HCID 86700055HCID 86700055、化合物収率 105.3%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (285 mg), tetrakis(triphenylphosphine)palladium (110 mg) and potassium carbonate (396 mg) were added to a solution of the compound obtained in Step 1 of Example 39 (375 mg) in dioxane (10 ml) and water (1 ml) at room temperature. The reaction mixture was stirred at 100° C. for five hours. The reaction mixture was returned to room temperature, followed by extraction with chloroform. The organic layer was dried over magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography [chloroform:methanol=19:1 (v/v)] to give 407 mg of the title compound as an oily substance.

後処理

  1. customwas returned to room temperature
  2. extractionfollowed by extraction with chloroform
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationAfter filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by column chromatography [chloroform:methanol=19:1 (v/v)]

出典と根拠

ORDレコード
ord-87b2eb0a6cfd4052a59dae5d108aed80
出典データセット
uspto-grants-2015_01
特許番号
US08933103B2

反応ノート

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