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 491651ノート

反応式

HRID 491651 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 21584252Ethanol ethylacetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3e6d196ea61c4b22a95143692986d87c
出典データセット
uspto-grants-2009_05
特許番号
US07531553B2

反応ノート

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