Cesium carbonate → 5-Benzyloxy-2-[2-(4-hydroxymethyl-phenyl)-ethyl]-2H-pyridazin-3-one

HRID 564165노트

반응식

HRID 564165 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[N:13][NH:12][C:11](=[O:15])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31][OH:32])=[CH:27][CH:26]=1>CN(C=O)C.CCOC(C)=O.CO.O>[CH2:1]([O:8][C:9]1[CH:14]=[N:13][N:12]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([CH2:31][OH:32])=[CH:27][CH:26]=2)[C:11](=[O:15])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 3

HCID 10796Cesium carbonateHCID 53929068[4-(2-Chloroethyl)phenyl]methanolHCID 598221075-(benzyloxy)pyridazin-3(2H)-one

생성물 1

HCID 670075955-Benzyloxy-2-[2-(4-hydroxymethyl-phenyl)-ethyl]-2H-pyridazin-3-one

시약·촉매·용매 4

HCID 887Methanol촉매HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To 200 mg (0.99 mmol) 5-benzyloxy-2H-pyridazin-3-one (preparation 5) in 1.0 mL DMF is added 645 mg (1.98 mmol) cesium carbonate and the mixture is stirred 15 min at RT. Then 518 mg (1.98 mmol) [4-(2-iodo-ethyl)-phenyl]-methanol (preparation 1b) is added and the reaction mixture is stirred overnight. The mixture is diluted with EtOAc, a few drops of MeOH and water. The layers are separated, the organic phase is washed with water, dried over MgSO4, filtered and the solvent is evaporated. The precipitate is elutriated in acetone and the product is collected by filtration and dried.

후처리

  1. stirringthe reaction mixture is stirred overnight
  2. customThe layers are separated
  3. washthe organic phase is washed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe solvent is evaporated
  7. filtrationthe product is collected by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-7b6021866e3a484391490aa4313cb5a8
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067590B2

반응 노트

불러오는 중…