Potassium Hydroxide → 3-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine

HRID 1820877

반응식

HRID 1820877 반응식
C1(S([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:13]3[C:12]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)=[CH:11]2)(=O)=O)C=CC=CC=1.[OH-].[K+]>C(O)C>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([C:12]2[C:13]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[NH:10][CH:11]=2)[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 578917891-benzenesulfonyl-3-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 116732853-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
120 °C

실험 절차

1-Benzenesulfonyl-3-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine (5, 290 mg, 0.74 mmol) was dissolved in ethanol (4 mL) and potassium hydroxide pellets (330 mg, 5.9 mmol) were added. The reaction was heated in a CEM Discover microwave instrument at 120° C. for 10 minutes. The reaction mixture was concentrated to dryness and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate. The organic portions were dried with anhydrous magnesium sulfate, filtered and the filtrate concentrated to provide the desired product, 1, which was used without further purification (191 mg). MS(ESI) [M+H+]+=255.1.

후처리

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue was partitioned between ethyl acetate and saturated sodium bicarbonate
  3. dry with materialThe organic portions were dried with anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-179b2ddb05eb4277bc60b00d6e05fe0e
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07605168B2

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