Potassium Carbonate → HCID 58730983、化合物

HRID 269533

反応式

HRID 269533 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:10]=1B(O)O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:22][O:23][C:24]([C:26]1[CH:27]=[C:28]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2Br)[CH:29]=[C:30]([NH:32][C:33](=[O:37])[CH2:34][CH2:35][CH3:36])[CH:31]=1)=[O:25].[C:45](=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1.C(O)C>C(OCC)C.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>[CH2:22]([O:23][C:24]([C:26]1[CH:27]=[C:28]([C:38]2[C:43]([C:10]3[CH:11]=[C:12]([C:15]([F:18])([F:17])[F:16])[CH:13]=[CH:14][C:9]=3[O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:29]=[C:30]([NH:32][C:33](=[O:37])[CH2:34][CH2:35][CH3:36])[CH:31]=1)=[O:25])[CH3:45]

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 21863594Toluene ethanolHCID 230053392-Benzyloxy-5-trifluoromethylphenylboronic acidHCID 69312113HCID 69312113、化合物

生成物 1

HCID 58730983HCID 58730983、化合物収率 76%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
90 °C

実験手順

A mixture of 2-benzyloxy-5-trifluoromethyl-phenyl-boronic acid (38 mg, 0.13 mmol), 2′-bromo-5-butyrylamino-biphenyl-3-carboxylic acid methyl ester (45 mg, 0.12 mmol), potassium carbonate (138 mg, 1 mmol) and tetrakis(triphenylphosphine)palladium(0) (14 mg, 0.012 mmol) in 1:1 toluene/ethanol (3 ml) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was purified using Biotage with ethyl acetate/iso-hexane (1:4) to yield the title compound as a colourless gum (51 mg, 76%).

後処理

  1. temperatureAfter cooling the mixture
  2. dry with materialthe organic phase dried (MgSO4)
  3. customevaporated to dryness
  4. customThe residue was purified

出典と根拠

ORDレコード
ord-a2455b2326d24ff885fe7230018b9ef0
出典データセット
uspto-grants-2008_11
特許番号
US07446222B2

関連ノート

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