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

HRID 269543

반응식

HRID 269543 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-f223f0c3235c49968b831589534a2cf9
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446222B2

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