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

HRID 1754111
ノート
印刷プレビュー

反応式

HRID 1754111 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-84caccf37ae648af9649408e09087970
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09169209B2

反応ノート

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