Acetic Acid → 6-ethynyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde

HRID 1749820노트

반응식

HRID 1749820 반응식
[C:1]([C:3]1[N:8]=[C:7]2[NH:9][CH:10]=[CH:11][C:6]2=[CH:5][CH:4]=1)#[CH:2].[C:12](O)(=[O:14])C.C1N2CN3CN(C2)CN1C3.C(=O)([O-])O.[Na+]>O>[C:1]([C:3]1[N:8]=[C:7]2[NH:9][CH:10]=[C:11]([CH:12]=[O:14])[C:6]2=[CH:5][CH:4]=1)#[CH:2]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 4101HexamethylenetetramineHCID 516892Sodium BicarbonateHCID 101032716-ethynyl-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 866820046-ethynyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde수율 85%

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

6-Ethynyl-1H-pyrrolo[2,3-b]pyridine (0.016 g, 0.11 mmol) was successively added with acetic acid (0.1 mL), water (0.2 mL), and hexamethylenetetramine (0.023 g, 0.17 mmol), and then the mixture was stirred overnight at 120° C. in a sealed tube. The reaction mixture was cooled to room temperature, and then added with saturated aqueous sodium hydrogencarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 6-ethynyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.016 g, 85%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionthe mixture was extracted with 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

출처 및 근거

ORD 기록
ord-cb5c346b0bfe420e82b0945bdbf30fcb
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156827B2

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