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Potassium Carbonate → N-(4-((4-methoxyphenyl)sulfonyl)phenyl)-3-(pyridin-3-yl)acrylamide

HRID 1754111
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HRID 1754111 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([C:12]2[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]=[CH:26][C:27](Cl)=[O:28])[CH:20]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([S:9]([C:12]2[CH:18]=[CH:17][C:15]([NH:16][C:27](=[O:28])[CH:26]=[CH:25][C:21]3[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=3)=[CH:14][CH:13]=2)(=[O:10])=[O:11])=[CH:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 5166674-(4-Methoxyphenyl)sulfonylanilineHCID 533991563-(Pyridin-3-yl)acryloyl chloride

생성물 1

HCID 70979357N-(4-((4-methoxyphenyl)sulfonyl)phenyl)-3-(pyridin-3-yl)acrylamide수율 58%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

To a solution of 4-((4-methoxyphenyl)sulfonyl)aniline (76 mg, 0.29 mmol) in DMF (3 mL) is added 3-(pyridin-3-yl)acryloyl chloride (62 mg, 0.30 mmol) and K2CO3 (138 mg, 1 mmol). The mixture is heated at 50° C. for 2 h and the solvent is evaporated. The residue is partitioned between EtOAc (15 mL) and brine (10 mL) and the layers are separated. The aqueous layer is extracted with EtOAc (10 mL) and the combined extracts are dried (Na2SO4) and evaporated. Purification of the residue by preparative TLC with 100:5:0.5 CH2Cl2/MeOH/NH4OH gives the titled compounds as a white solid (66 mg, 58%).

후처리

  1. customthe solvent is evaporated
  2. customThe residue is partitioned between EtOAc (15 mL) and brine (10 mL)
  3. customthe layers are separated
  4. extractionThe aqueous layer is extracted with EtOAc (10 mL)
  5. dry with materialthe combined extracts are dried (Na2SO4)
  6. customevaporated
  7. customPurification of the residue by preparative TLC with 100:5:0.5 CH2Cl2/MeOH/NH4OH

출처 및 근거

ORD 기록
ord-84caccf37ae648af9649408e09087970
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09169209B2

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