3-[4-(3-Hydroxy-prop-1-ynyl)-phenyl]-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one → 3-[4-(3-Hydroxy-propyl)-phenyl]-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one

HRID 1617522노트

반응식

HRID 1617522 반응식
[OH:1][CH2:2][C:3]#[C:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH3:28])[CH2:12][C:13]([C:15]2[CH:20]=[CH:19][N:18]=[C:17]([CH3:21])[CH:16]=2)=[O:14])=[CH:7][CH:6]=1>C(OCC)(=O)C.[Pd]>[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH3:28])[CH2:12][C:13]([C:15]2[CH:20]=[CH:19][N:18]=[C:17]([CH3:21])[CH:16]=2)=[O:14])=[CH:9][CH:10]=1

참가 물질

4

반응물 1

HCID 666687223-[4-(3-Hydroxy-prop-1-ynyl)-phenyl]-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one

생성물 1

HCID 670155883-[4-(3-Hydroxy-propyl)-phenyl]-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one수율 101.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

3-[4-(3-Hydroxy-prop-1-ynyl)-phenyl]-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (example 85, step 1; 40 mg) in ethyl acetate (6 mL) was hydrogenated in the presence of Pd (5% on carbon, 7 mg) at room temperature for 1.5 hours. The solution was filtered over decalite, the filter residue was washed with ethyl acetate, and the solution was evaporated to yield 3-[4-(3-hydroxy-propyl)-phenyl]-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (41 mg, 64%) as a colorless oil, which was directly subjected to the next step.

후처리

  1. filtrationThe solution was filtered over decalite
  2. washthe filter residue was washed with ethyl acetate
  3. customthe solution was evaporated

출처 및 근거

ORD 기록
ord-f0f17e0a55bd45fa9c77315d4bb16254
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765730B2

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