Benzaldehyde → benzyl-{2-[3-(2-methoxy-ethoxy)-phenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-amine

HRID 502799ノート

反応式

HRID 502799 の反応式
[BH4-].[CH3:2][O:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]([C:13]2[NH:22][C:16]3=[N:17][CH:18]=[C:19]([NH2:21])[CH:20]=[C:15]3[CH:14]=2)[CH:10]=[CH:11][CH:12]=1.[CH:23](=O)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CO>[CH2:23]([NH:21][C:19]1[CH:20]=[C:15]2[CH:14]=[C:13]([C:9]3[CH:10]=[CH:11][CH:12]=[C:7]([O:6][CH2:5][CH2:4][O:3][CH3:2])[CH:8]=3)[NH:22][C:16]2=[N:17][CH:18]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

5

反応物 3

HCID 240BenzaldehydeHCID 28123BorohydrideHCID 684656192-[3-(2-methoxy-ethoxy)-phenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylamine

生成物 1

HCID 16061683benzyl-{2-[3-(2-methoxy-ethoxy)-phenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-amine収率 7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Polymer supported borohydride (706 mg, 1.8 mmol) was added to a mixture of 2-[3-(2-methoxy-ethoxy)-phenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylamine (50 mg, 0.18 mmol) and benzaldehyde (18mg, 0.18 mmol) in methanol (3 mL). The mixture was stirred for 16 hours, filtered, concentrated in vacuo and purified by preparative HPLC to afford benzyl-{2-[3-(2-methoxy-ethoxy)-phenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-amine (4.4 mg, 7%)

後処理

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-eb5e2057c06b42b5a2f9ef0350934c31
出典データセット
uspto-grants-2010_08
特許番号
US07776878B2

反応ノート

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