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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
ノート
印刷プレビュー

反応式

HRID 2357939 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 244Benzyl Alcohol2 回HCID 593893617-Methoxy-4-propionyl-2-trifluoromethyl-pyrazolo[1,5-a]pyridine

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-beb82b0a1285494388793e6d60fd6f56
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07763617B2

反応ノート

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