Sodium Hydroxide → 6-ethynyl-1H-pyrrolo[2,3-b]pyridine

HRID 1749819노트

반응식

HRID 1749819 반응식
C[Si]([C:5]#[C:6][C:7]1[N:12]=[C:11]2[N:13](C(=O)C3C=CC=CC=3)[CH:14]=[CH:15][C:10]2=[CH:9][CH:8]=1)(C)C.[OH-].[Na+]>CO>[C:6]([C:7]1[N:12]=[C:11]2[NH:13][CH:14]=[CH:15][C:10]2=[CH:9][CH:8]=1)#[CH:5]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 156866596-[(trimethylsilyl)ethynyl]-1-benzoyl-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 101032716-ethynyl-1H-pyrrolo[2,3-b]pyridine수율 93.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The synthesis was performed with reference to the known literature (Bulletin of Chemical Society of Japan, Vol. 65, p. 2992, 1992). A solution of 6-[(trimethylsilyl)ethynyl]-1-benzoyl-1H-pyrrolo[2,3-b]pyridine (0.039 g, 0.12 mmol) in methanol (2.0 mL) was added with 5 N aqueous sodium hydroxide (1.0 mL), and the mixture was stirred at room temperature for 24 hours. The solvent was evaporated under reduced pressure, the residue was dissolved in ethyl acetate, and then the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was washed with a mixed solvent of hexane and ethyl acetate to obtain 6-ethynyl-1H-pyrrolo[2,3-b]pyridine (0.016 g, 90%).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washthe organic layer was washed successively with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. washthe residue was washed with a mixed solvent of hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-aa3ec2b423d1467d97b2ca0bb37891d5
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156827B2

반응 노트

불러오는 중…