HCID 57770761、化合物 → HCID 57770854、化合物

HRID 2092623ノート

反応式

HRID 2092623 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH:8]=[C:9]([NH:11][NH2:12])[CH:10]=1)=[O:4].CN([CH:23]=[N:24][C:25](=O)[CH:26]([CH3:28])[CH3:27])C>CC(O)=O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH:8]=[C:9]([N:11]2[C:25]([CH:26]([CH3:28])[CH3:27])=[N:24][CH:23]=[N:12]2)[CH:10]=1)=[O:4]

参加物

4

反応物 2

HCID 57770761HCID 57770761、化合物HCID 57770793HCID 57770793、化合物

生成物 1

HCID 57770854HCID 57770854、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

To a solution of 5-hydrazino-4′-methyl-biphenyl-3-carboxylic acid methyl ester (300 mg, 1.17 mmol) in HOAc (5 mL) was added N-dimethylaminomethylene-isobutyramide (233 mg. 1.4 mmol) in one portion. The mixture was heated to 90° C. for two hours. After removing the excess HOAc, the residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography (ISCO™) to afford 5-(5-isopropyl-[1,2,4]triazol-1-yl)-4′-methyl-biphenyl-3-carboxylic acid methyl ester a yellow solid (293 mg, 74.6%).

後処理

  1. customAfter removing the excess HOAc
  2. dissolutionthe residue was dissolved in EtOAc
  3. washwashed with saturated aqueous NaHCO3
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by flash chromatography (ISCO™)

出典と根拠

ORDレコード
ord-abefdd1cc0ce4aa28665be7a8e1bda21
出典データセット
uspto-grants-2013_05
特許番号
US08440708B2

反応ノート

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