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

HRID 1831474노트

반응식

HRID 1831474 반응식
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]

참가 물질

6

반응물 4

HCID 962Water2회HCID 8857Ethyl AcetateHCID 14487Diisobutylaluminum hydrideHCID 10109777Ethyl 2-ethoxy-5-(4-ethyl-1-piperazinylsulfonyl)nicotinoate

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-e7096e0e4b764a05b9294c9055db19de
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067660B2

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