Water → 1-(6-Ethoxy-5-formyl-3-pyridylsulfonyl)-4-ethylpiperazine

HRID 1581741ノート

反応式

HRID 1581741 の反応式
CC(C[AlH]CC(C)C)C.[CH2:10]([O:12][C:13]1[N:23]=[CH:22][C:21]([S:24]([N:27]2[CH2:32][CH2:31][N:30]([CH2:33][CH3:34])[CH2:29][CH2:28]2)(=[O:26])=[O:25])=[CH:20][C:14]=1[C:15](OCC)=[O:16])[CH3:11].O.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH2:10]([O:12][C:13]1[N:23]=[CH:22][C:21]([S:24]([N:27]2[CH2:28][CH2:29][N:30]([CH2:33][CH3:34])[CH2:31][CH2:32]2)(=[O:26])=[O:25])=[CH:20][C:14]=1[CH:15]=[O:16])[CH3:11]

参加物

6

反応物 4

HCID 962Water2 回HCID 8857Ethyl AcetateHCID 14487Diisobutylaluminum hydrideHCID 10109777Ethyl 2-ethoxy-5-(4-ethyl-1-piperazinylsulfonyl)nicotinoate

生成物 1

HCID 220522361-(6-Ethoxy-5-formyl-3-pyridylsulfonyl)-4-ethylpiperazine収率 37.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

DIBAL-H (14.8 mL) was added dropwise to a solution of ethyl 2-ethoxy-5-(4-ethyl-1-piperazinylsulfonyl)nicotinate (5.0 g, 13.5 mmol; prepared as described in WO 99/54333) in toluene (100 mL) at −78° C. under nitrogen. The mixture was held at −78° C. for 1 hour and then water (20 mL) was added dropwise. The mixture was allowed to warm to room temperature and then water (200 mL) and ethyl acetate (200 mL) were added. The organic layer was separated and the aqueous phase re-extracted. The combined organics were washed with brine and concentrated under vacuum to give the product as a brown oil (1.64 g, 36%).

後処理

  1. customThe organic layer was separated
  2. extractionthe aqueous phase re-extracted
  3. washThe combined organics were washed with brine
  4. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-370e26da004249f68b5383d7fa5ade18
出典データセット
uspto-grants-2004_05
特許番号
US06730786B2

反応ノート

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