1,2-Dibromoethane → 7-Bromo-2-ethyl-4-methoxypyrazolo[1,5-a]pyridine

HRID 1181866

反応式

HRID 1181866 の反応式
C([Li])CCC.[CH2:6]([C:8]1[CH:18]=[C:11]2[C:12]([O:16][CH3:17])=[CH:13][CH:14]=[CH:15][N:10]2[N:9]=1)[CH3:7].[Br:19]CCBr.[Cl-].[NH4+]>O1CCCC1>[Br:19][C:15]1[N:10]2[N:9]=[C:8]([CH2:6][CH3:7])[CH:18]=[C:11]2[C:12]([O:16][CH3:17])=[CH:13][CH:14]=1

参加物

6

反応物 4

HCID 78391,2-DibromoethaneHCID 25517Ammonium ChlorideHCID 219845782-Ethyl-4-methoxypyrazolo[1,5-a]pyridineHCID 178418339Butyllithium

生成物 1

HCID 219845677-Bromo-2-ethyl-4-methoxypyrazolo[1,5-a]pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

n-Butyllithium (1.31 mL) was slowly added dropwise to a solution of 2-ethyl-4-methoxypyrazolo[1,5-a]pyridine (303 mg) in tetrahydrofuran (15 mL) at −78° C. After stirring the mixture at −78° C. for 1 hour, 1,2-dibromoethane (0.18 mL) was added and stirring was continued for 1 hour. Saturated aqueous ammonium chloride was added, extraction was performed with ethyl acetate, the extract was washed with brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography (20 g), and the title compound (282 mg) was obtained from the n-hexane:ethyl acetate (5:1) fraction as a colorless oil.

後処理

  1. stirringstirring
  2. waitwas continued for 1 hour
  3. extractionextraction
  4. washthe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-00f69cf14788421e96a6c13393a930a5
出典データセット
uspto-grants-2007_10
特許番号
US07285666B2

関連ノート

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