HCID 68981956、化合物 → 7-(dibenzylamino)-1H-pyrrolo[2,3-c]pyridine-2-carboxaldehyde

HRID 1821916

反応式

HRID 1821916 の反応式
[CH2:1]([N:8]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:9]1[N:10]=[CH:11][CH:12]=[C:13]2[CH:17]=[C:16]([CH2:18][OH:19])[NH:15][C:14]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C=Cl.[O-2].[O-2].[Mn+4]>[CH2:20]([N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:9]1[N:10]=[CH:11][CH:12]=[C:13]2[CH:17]=[C:16]([CH:18]=[O:19])[NH:15][C:14]=12)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

参加物

4

反応物 1

HCID 68981956HCID 68981956、化合物

生成物 1

HCID 578935037-(dibenzylamino)-1H-pyrrolo[2,3-c]pyridine-2-carboxaldehyde収率 60%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 5378701Methyl, chloro-溶媒

実験手順

[7-(Dibenzylamino)-1H-pyrrolo[2,3-c]pyridin-2-yl]methanol (3.0 g, 8.74 mmol) was dissolved in methylene chlorine (175 mL). Manganese dioxide (8.0 g, 92 mmol) was added and the reaction mixture was stirred at room temperature for 20 h. The slurry was filtered through diatomaceous earth to remove the catalyst, and the filtrate was concentrated to a dark oil. Purification by Biotage chromatography (10-30% ethyl acetate in hexanes) provided 7-(dibenzylamino)-1H-pyrrolo[2,3-c]pyridine-2-carboxaldehyde (1.78 g, 60%) as a yellow oil: 1H NMR (300 MHz, CDCl3) δ4.89 (4H, s), 7.06-7.12 (2H, m), 7.27-7.38 (10H, m), 7.93 (1H, d, J=5.7 Hz), 8.74 (1H, br s), 9.77 (1H, s).

後処理

  1. filtrationThe slurry was filtered through diatomaceous earth
  2. customto remove the catalyst
  3. concentrationthe filtrate was concentrated to a dark oil
  4. customPurification by Biotage chromatography (10-30% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-c1c4f3fb22ea4648afcab6b4086067e5
出典データセット
uspto-grants-2009_10
特許番号
US07608627B2

関連ノート

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