ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 5-[6-(1-Methyl-1h-pyrazol-5-yl)pyridin-3-yl]-2-nitrothiophene-3-carboxamide

HRID 385739
ノート
印刷プレビュー

反応式

HRID 385739 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([N+:13]([O-:15])=[O:14])=[C:10]([C:16]([NH2:18])=[O:17])[CH:9]=2)=[CH:4][CH:3]=1.[CH3:19][N:20]1[C:24](B2OC(C)(C)C(C)(C)O2)=[CH:23][CH:22]=[N:21]1>O1CCCC1.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>[CH3:19][N:20]1[C:24]([C:2]2[N:7]=[CH:6][C:5]([C:8]3[S:12][C:11]([N+:13]([O-:15])=[O:14])=[C:10]([C:16]([NH2:18])=[O:17])[CH:9]=3)=[CH:4][CH:3]=2)=[CH:23][CH:22]=[N:21]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 2

HCID 49129081-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 595256485-(6-Chloropyridin-3-yl)-2-nitrothiophene-3-carboxamide

生成物 1

HCID 595256265-[6-(1-Methyl-1h-pyrazol-5-yl)pyridin-3-yl]-2-nitrothiophene-3-carboxamide

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 8028
Tetrahydrofuran
溶媒

反応条件

温度
150 °C

実験手順

5-(6-Chloropyridin-3-yl)-2-nitrothiophene-3-carboxamide (300 mg, 1.06 mmol), 1-methyl-1H-pyrazole-5-boronic acid pinacol ester (352 mg, 1.69 mmol), and tetrakis(triphenylphosphine)palladium(0) (61.1 mg, 0.05 mmol) were dissolved in tetrahydrofuran (8.5 ml) and 2 M sodium carbonate (2.1 ml) and the mixture was bubbled with nitrogen for 5 min. The reaction was then heated in the microwave to 150° C. for 15 min. The mixture was poured into ethyl acetate and water and extracted with ethyl acetate (3×100 mL). The combined organic fractions were washed with brine, dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate/hexane to yield the title compound as a yellow solid.

後処理

  1. custom2 M sodium carbonate (2.1 ml) and the mixture was bubbled with nitrogen for 5 min
  2. additionThe mixture was poured into ethyl acetate and water
  3. extractionextracted with ethyl acetate (3×100 mL)
  4. washThe combined organic fractions were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by column chromatography on silica gel
  9. washeluting with ethyl acetate/hexane

出典と根拠

ORDレコード
ord-d4f603f1deda4e8c8d109b975946028e
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08367706B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート