Sodium Hydroxide → N-{4-[2-(1-Hydroxyethyl)-4-(3-methylphenyl)-1,3-thiazol-5-yl]pyridin-2-yl}propanamide

HRID 1727377노트

반응식

HRID 1727377 반응식
[OH-].[Na+].C([O:11][CH:12]([C:14]1[S:15][C:16]([C:26]2[CH:31]=[CH:30][N:29]=[C:28]([NH:32][C:33](=[O:36])[CH2:34][CH3:35])[CH:27]=2)=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=2)[N:18]=1)[CH3:13])(=O)C1C=CC=CC=1>CO.O1CCCC1>[OH:11][CH:12]([C:14]1[S:15][C:16]([C:26]2[CH:31]=[CH:30][N:29]=[C:28]([NH:32][C:33](=[O:36])[CH2:34][CH3:35])[CH:27]=2)=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=2)[N:18]=1)[CH3:13]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 534280501-[4-(3-Methylphenyl)-5-(2-propanamidopyridin-4-yl)-1,3-thiazol-2-yl]ethyl benzoate

생성물 1

HCID 53432117N-{4-[2-(1-Hydroxyethyl)-4-(3-methylphenyl)-1,3-thiazol-5-yl]pyridin-2-yl}propanamide수율 89%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

An 1N aqueous sodium hydroxide solution was added dropwise to a solution of 1-[4-(3-methylphenyl)-5-(2-propionylamino-4-pyridyl)-1,3-thiazol-2-yl]ethyl benzoate (1.63 g, 3.46 mmol) in methanol (5 mL) and tetrahydrofuran (20 mL) at 0° C. and the reaction mixture was allowed to warm up to room temperature. The resulting mixture was stirred at room temperature for 30 minutes and the solvent was removed under reduced pressure. The residue was treated with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extracts were washed with aqueous sodium hydrogen carbonate solution and brine. The resulting solution was dried, and concentrated under reduced pressure. The obtained crude crystal was recrystallized from ethyl acetate-hexane to give a title compound (1.12 g, yield 89%).

후처리

  1. customthe solvent was removed under reduced pressure
  2. additionThe residue was treated with aqueous sodium hydrogen carbonate solution
  3. extractionextracted with ethyl acetate
  4. washThe extracts were washed with aqueous sodium hydrogen carbonate solution and brine
  5. customThe resulting solution was dried
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained crude crystal
  8. customwas recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-a726da6ed23f431289c1133c010c2371
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07495018B2

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