1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanol → 1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone

HRID 1821867노트

반응식

HRID 1821867 반응식
[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[CH:10]([OH:12])[CH3:11]>C1COCC1.[O-2].[O-2].[Mn+4]>[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[C:10](=[O:12])[CH3:11]

참가 물질

4

반응물 1

HCID 578934541-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanol

생성물 1

HCID 552679001-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanol (Example 68) (0.65 g, 4.0 mmol) in THF (80 mL) was added manganese dioxide (4.18 g, 48 mmol). After stirring 2 h at room temperature, TLC analysis indicated that the reaction was completed. The reaction mixture was filtered through diatomaceous earth and rinsed with EtOAc. The filtrate was concentrated and triturated with Et2O to provide 1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone as an off-white solid: mp 236-242° C. dec.; 1H NMR (300 MHz, CD3OD) δ2.63 (3H, s), 7.34 (1H, s), 7.70-7.73 (1H, m), 8.13 (1H, d, J=5.7 Hz), 8.80 (1H, s); ESI MS m/z 161 [C9H8N2O+H]+; HPLC (Method A) 92.7% (AUC), tR=7.75 min.

후처리

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. washrinsed with EtOAc
  3. concentrationThe filtrate was concentrated
  4. customtriturated with Et2O

출처 및 근거

ORD 기록
ord-82c0c50ccd6e4d9a894121c27b5cd972
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608627B2

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