Boron tribromide → 3-Cyanomethyl-5-fluoro-2-methyl-7-(2-hydroxyphenacyl)pyrrolo[2,3-b]pyridine

HRID 1756095노트

반응식

HRID 1756095 반응식
Br.[C:2]([CH2:4][C:5]1[C:13]2[C:8]([N:9]([CH2:15][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[O:24]C)=[O:17])[CH:10]=[C:11]([F:14])[CH:12]=2)=[N:7][C:6]=1[CH3:26])#[N:3].B(Br)(Br)Br>C(Cl)Cl>[C:2]([CH2:4][C:5]1[C:13]2[C:8]([N:9]([CH2:15][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[OH:24])=[O:17])[CH:10]=[C:11]([F:14])[CH:12]=2)=[N:7][C:6]=1[CH3:26])#[N:3]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 199168163-Cyanomethyl-5-fluoro-2-methyl-7-(2-methoxyphenacyl)pyrrolo[2,3-b]pyridine hydrobromide

생성물 1

HCID 199168033-Cyanomethyl-5-fluoro-2-methyl-7-(2-hydroxyphenacyl)pyrrolo[2,3-b]pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

A mixture of 3-cyanomethyl-5-fluoro-2-methyl-7-(2-methoxyphenacyl)pyrrolo[2,3-b]pyridine hydrobromide (25 mg, 0.06 mmol), methylene chloride (2 ml), and BBr3 in methylene chloride (1M; 0.4 ml) under argon was refluxed for 8 h. The red gum was digested in a methylene chloride aqueous sodium bicarbonate mixture. The organic phase was dried over anhydrous Na2SO4, filtered, and evaporated to give a yellow crystalline product. Yield 19 mg (98%).

후처리

  1. temperaturewas refluxed for 8 h
  2. dry with materialThe organic phase was dried over anhydrous Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. customto give a yellow crystalline product

출처 및 근거

ORD 기록
ord-36c5aa9cb52c473a9cfbd091883c15ff
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05439917

반응 노트

불러오는 중…