4-(3,4-dinitro-phenoxy)-1H-pyrrolo[2,3-b]pyridine → 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-benzene-1,2-diamine

HRID 491651노트

반응식

HRID 491651 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][C:19]=1[N+:20]([O-])=O)[O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]2[NH:14][CH:15]=[CH:16][C:9]=12)([O-])=O>[Pd].CCO.CCOC(C)=O>[NH:14]1[C:10]2=[N:11][CH:12]=[CH:13][C:8]([O:7][C:6]3[CH:5]=[C:4]([NH2:1])[C:19]([NH2:20])=[CH:18][CH:17]=3)=[C:9]2[CH:16]=[CH:15]1

참가 물질

4

반응물 1

HCID 177564904-(3,4-dinitro-phenoxy)-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 177564944-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-benzene-1,2-diamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21584252Ethanol ethylacetate용매

실험 절차

A solution of 4-(3,4-dinitro-phenoxy)-1H-pyrrolo[2,3-b]pyridine (Step C, 0.284 g, 0.95 mmol) in a 2/1 EtOH/EtOAc (30 mL) mixture with a catalytic amount of 10% Pd/C was stirred under H2 at RT and atmospheric pressure. The catalyst was removed by filtration and the solvents were removed under vacuum. The crude material was purified on silica gel using a CH2Cl2/EtOH/NH4OH gradient (100/0/0 to 90/10/1) to give 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-benzene-1,2-diamine.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe solvents were removed under vacuum
  3. customThe crude material was purified on silica gel using a CH2Cl2/EtOH/NH4OH gradient (100/0/0 to 90/10/1)

출처 및 근거

ORD 기록
ord-3e6d196ea61c4b22a95143692986d87c
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531553B2

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