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Benzyl Alcohol → 3-Benzyloxy-1-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-a]pyridine-4-yl)-propane-1-one

HRID 2357939
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HRID 2357939 반응식
[CH3:1][O:2][C:3]1[N:8]2[N:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=[C:7]2[C:6]([C:16](=[O:19])[CH2:17][CH3:18])=[CH:5][CH:4]=1.[CH2:20]([OH:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>ClCCl>[CH2:20]([O:27][CH2:18][CH2:17][C:16]([C:6]1[C:7]2[N:8]([N:9]=[C:10]([C:12]([F:15])([F:13])[F:14])[CH:11]=2)[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:19])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
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참가 물질

4

반응물 2

HCID 244Benzyl Alcohol2회HCID 593893617-Methoxy-4-propionyl-2-trifluoromethyl-pyrazolo[1,5-a]pyridine

생성물 1

HCID 593892843-Benzyloxy-1-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-a]pyridine-4-yl)-propane-1-one수율 52%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of the compound of Example 319 (3.42 g) and benzyl alcohol (1.37 g) in dichloromethane (50 mL) was added to dichloro bis(acetonitrile) palladium (II) (329 mg) in a stream of argon gas. The mixture was stirred at room temperature overnight, followed by addition of benzyl alcohol (500 mL) and stirring overnight. The insoluble material was removed by filtration through Celite. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2). The product was further purified by amino-silica gel column chromatography (hexane:ethyl acetate=3:2) to afford the title compound as a pale yellow powder (2.47 g).

후처리

  1. stirringstirring overnight
  2. customThe insoluble material was removed by filtration through Celite
  3. customThe solvent was evaporated
  4. customthe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2)
  5. customThe product was further purified by amino-silica gel column chromatography (hexane:ethyl acetate=3:2)

출처 및 근거

ORD 기록
ord-beb82b0a1285494388793e6d60fd6f56
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07763617B2

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