Potassium Carbonate → 2-Benzyloxy-[1,1';2',1'']terphenyl-4''-sulfonic acid (1-phenyl-methanoyl)-amide

HRID 269543

反応式

HRID 269543 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[C:16](B(O)O)=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH:34][C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[O:36])(=[O:33])=[O:32])=[CH:27][CH:26]=1.C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1.C(O)C>C(OCC)(=O)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>[C:37]1([C:35]([NH:34][S:31]([C:28]2[CH:29]=[CH:30][C:25]([C:16]3[C:15]([C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[O:8][CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:26][CH:27]=2)(=[O:33])=[O:32])=[O:36])[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 766162N-(4-bromobenzenesulfonyl)benzamideHCID 21863594Toluene ethanolHCID 587309902'-Benzyloxy-biphenyl-2-boronic acid

生成物 1

HCID 100296312-Benzyloxy-[1,1';2',1'']terphenyl-4''-sulfonic acid (1-phenyl-methanoyl)-amide

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

A mixture of 2′-benzyloxy-biphenyl-2-boronic acid (100 mg, 0.33 mmol), 4-bromo-N-(1-phenyl-methanoyl)-benzenesulfonamide (95 mg, 0.28 mmol), potassium carbonate (309 mg, 2.24 mmol), and tetrakis(triphenylphosphine)palladium(0) (38 mg, 0.033 mmol) in 1:1 toluene/ethanol (5 ml) was stirred and heated at 90° C. under nitrogen for 16 hours. After cooling the mixture was diluted with ethyl acetate and water. The organic phase was dried and evaporated. The residue was chromatographed eluting with ethyl acetate/iso-hexane (1:4-1:1) to give the title compound as a colourless solid. (40 mg 23%).

後処理

  1. temperatureAfter cooling the mixture
  2. customThe organic phase was dried
  3. customevaporated
  4. customThe residue was chromatographed
  5. washeluting with ethyl acetate/iso-hexane (1:4-1:1)

出典と根拠

ORDレコード
ord-f223f0c3235c49968b831589534a2cf9
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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