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Sodium Carbonate → HCID 57750956, 화합물

HRID 2283291
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HRID 2283291 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[C:24]([Cl:29])[CH:23]=3)[CH:17]=2)(=[O:15])=[O:14])=[C:6]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:7]=1.[C:30]1(B(O)O)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C.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>[Cl:29][C:24]1[CH:23]=[C:22]([C:18]2[CH:17]=[C:16]([S:13]([NH:12][C:5]3[CH:4]=[CH:3][C:2]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:7][C:6]=3[S:8]([NH2:11])(=[O:10])=[O:9])(=[O:15])=[O:14])[CH:21]=[CH:20][CH:19]=2)[CH:27]=[CH:26][C:25]=1[Cl:28]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 57750934HCID 57750934, 화합물

생성물 1

HCID 57750956HCID 57750956, 화합물수율 33.2%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매
HCID 6228
Dimethylformamide
용매

반응 조건

온도
80 °C

실험 절차

5-Bromo-2-[[3-(3,4-dichlorophenyl)phenyl]sulfonylamino]benzenesulfonamide (70 mg, 0.13 mmol) was dissolved in DMF (700 μl), then phenylboronic acid (20 mg, 0.16 mmol) was added followed by the addition of 2M sodium carbonate solution (260 μl). The mixture was subjected to vacuum/argon (×3), tetrakis(triphenylphosphine)palladium (8 mg, 0.05 mol %) was added and the reaction was allowed to stir at 80° C. overnight. The cooled reaction mixture was filtered and was then purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (23 mg, 32%).

후처리

  1. additionwas added
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. customwas then purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

출처 및 근거

ORD 기록
ord-96ca22eb2ab640a896eda9a4e75d7720
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09145380B2

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