Diisopropylethylamine → 6-[N-(5-Chloro-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-sulphonamide

HRID 1870750

반응식

HRID 1870750 반응식
[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:6]=1[O:12][CH2:13][C:14]([CH3:16])=[CH2:15])[CH3:2].Cl[C:18]1[N:19]=[N:20][C:21]([S:24]([NH2:27])(=[O:26])=[O:25])=[CH:22][CH:23]=1.C(N(C(C)C)C(C)C)C>CN(C=O)C>[Cl:11][C:9]1[CH:8]=[CH:7][C:6]([O:12][CH2:13][C:14]([CH3:16])=[CH2:15])=[C:5]([CH:10]=1)[CH2:4][N:3]([C:18]1[N:19]=[N:20][C:21]([S:24]([NH2:27])(=[O:26])=[O:25])=[CH:22][CH:23]=1)[CH2:1][CH3:2]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 186932346-Chloropyridazine-3-sulfonamideHCID 18693239N-Ethyl 5-chloro-2-(2-methylprop-2-en-1-yloxy)benzylamine

생성물 1

HCID 186932626-[N-(5-Chloro-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-sulphonamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
130 °C

실험 절차

A mixture of N-ethyl-5-chloro-2-(2-methylprop-2-en-1-yloxy)benzylamine (2.76 g, 10 mmol), 3-chloro-pyridazine-6-sulphonamide [Archiv der Pharmazie (1966) 299, 646-650 and EP patent no 96,004] (1.5 g, 7.8 mmol) and ethyl di-isopropylamine (10 ml, 57 mM) in DMF (50 ml) was stirred at 130° C. for 16 hours under a reflux condenser. The solvent was evaporated at reduced pressure and the residue partitioned between dichloromethane (100 ml) and water (100 ml). The organic layer was separated, dried over anhydrous magnesium sulphate, filtered and evaporated to give a brown gum (2.5 g). The brown gum was purified by chromatography on silica, eluting with a gradient of 0→20% ethyl acetate in dichloromethane to give the title compound as a yellow solid (600 mg).

후처리

  1. customThe solvent was evaporated at reduced pressure
  2. customthe residue partitioned between dichloromethane (100 ml) and water (100 ml)
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulphate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-2b55a7a92bba4d43b90f9c0df0d36d3a
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100258

연결된 노트

불러오는 중…