[3-(3,4-Dimethoxy-phenyl)-pyrrolo[2,3-b]pyridin-1-yl]-(2-ethoxy-4-nitro-phenyl)-methanone → (4-Amino-2-ethoxy-phenyl)-[3-(3,4-dimethoxy-phenyl)-pyrrolo[2,3-b]pyridin-1-yl]-methanone

HRID 1820910

반응식

HRID 1820910 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]([C:20]([C:22]3[CH:27]=[CH:26][C:25]([N+:28]([O-])=O)=[CH:24][C:23]=3[O:31][CH2:32][CH3:33])=[O:21])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>CCOC(C)=O.[Pd]>[NH2:28][C:25]1[CH:26]=[CH:27][C:22]([C:20]([N:13]2[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:19]3[C:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)=[CH:12]2)=[O:21])=[C:23]([O:31][CH2:32][CH3:33])[CH:24]=1

참가 물질

4

반응물 1

HCID 57891702[3-(3,4-Dimethoxy-phenyl)-pyrrolo[2,3-b]pyridin-1-yl]-(2-ethoxy-4-nitro-phenyl)-methanone

생성물 1

HCID 57891795(4-Amino-2-ethoxy-phenyl)-[3-(3,4-dimethoxy-phenyl)-pyrrolo[2,3-b]pyridin-1-yl]-methanone

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

[3-(3,4-dimethoxy-phenyl)-pyrrolo[2,3-b]pyridine-1-yl]-(2-ethoxy-4-nitro-phenyl)-methanone, 54, (100 mg, 0.22 mmol) was dissolved in EtOAc (30 mL). A catalytic amount of 10% Pd/C (7 mg) was added and the flask capped with rubber septa. The flask was evacuated and back filled with hydrogen twice. Finally, the reaction was stirred overnight under a hydrogen gas atmosphere (balloon). The reaction mixture was filtered over Celite®, rinsed generously with EtOAc (2×75 mL) and concentrated under reduced pressure to give the titled compound. (56 mg, 60%) MS(ESI) [M+H+]+=418.24

후처리

  1. customthe flask capped with rubber septa
  2. customThe flask was evacuated
  3. additionback filled with hydrogen twice
  4. filtrationThe reaction mixture was filtered over Celite®
  5. washrinsed generously with EtOAc (2×75 mL)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-405a38d6eb8b4f8b88101cde2424c7e4
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07605168B2

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