Aminopyridazine → (1-Imidazo[1,2-b]pyridazin-2-yl-ethyl)-carbamic acid benzyl ester

HRID 2036655노트

반응식

HRID 2036655 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[N:2]=1.[CH2:8]([O:15][C:16](=[O:24])[NH:17][CH:18]([CH3:23])[C:19](=O)[CH2:20]Br)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CCO>[CH2:8]([O:15][C:16](=[O:24])[NH:17][CH:18]([C:19]1[N:7]=[C:3]2[CH:4]=[CH:5][CH:6]=[N:1][N:2]2[CH:20]=1)[CH3:23])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 230373AminopyridazineHCID 73196234Benzyl (4-bromo-3-oxobutan-2-yl)carbamate

생성물 1

HCID 67433032(1-Imidazo[1,2-b]pyridazin-2-yl-ethyl)-carbamic acid benzyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of pyridazin-3-ylamine (2 g, 21.05 mmol) and (3-bromo-1-methyl-2-oxopropyl)-carbamic acid benzyl ester (7.5 g, 25.26 mmol) in EtOH (25 mL) was heated to reflux overnight. After completion, the reaction mixture was cooled to rt. EtOH was removed in vacuo. The residue was dissolved in EtOAc. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by column chromatography using silica gel (100-200 mesh) and 0-5% MeOH in DCM to provide (1-imidazo[1,2-b]pyridazin-2-yl-ethyl)-carbamic acid benzyl ester: LC-MS (ESI) m/z 297.3 [M+H]+.

후처리

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customEtOH was removed in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-39e76ec047ac4006adff339bc5247f70
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575183B2

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