HCID 68981956, 화합물 → HCID 57893503, 화합물

HRID 1821916

반응식

HRID 1821916 반응식
[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

참가 물질

4

반응물 1

HCID 68981956HCID 68981956, 화합물

생성물 1

HCID 57893503HCID 57893503, 화합물수율 60%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 5378701Methyl, chloro-용매

실험 절차

[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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c1c4f3fb22ea4648afcab6b4086067e5
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608627B2

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