N-(3-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-5-cyanophenyl)methanesulfonamide → N-(3-cyano-5-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanesulfonamide

HRID 251831노트

반응식

HRID 251831 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]3[CH:12]=[C:13]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:14]=[C:15]([C:17]#[N:18])[CH:16]=3)[N:10]=2)[N:7]=1>C1COCC1.[Pd]>[C:17]([C:15]1[CH:14]=[C:13]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:12]=[C:11]([C:9]2[N:10]=[C:5]3[CH:4]=[CH:3][CH:2]=[N:7][N:6]3[CH:8]=2)[CH:16]=1)#[N:18]

참가 물질

4

반응물 1

HCID 57686797N-(3-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-5-cyanophenyl)methanesulfonamide

생성물 1

HCID 57686828N-(3-cyano-5-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanesulfonamide수율 95%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of N-(3-(2-bromoacetyl)-5-cyanophenyl)methanesulfonamide (0.8 mmol) and 6-chloropyridazin-3-amine (0.8 mmol) in EtOH (8 mL) was refluxed for 4 hours. After cooling, the resulting mixture was filtrated to give N-(3-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-5-cyanophenyl)methanesulfonamide in 50% yield. 10% Pd/C (20 mg) was added to the solution of N-(3-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-5-cyanophenyl)methanesulfonamide (0.3 mmol) in THF (25 mL. Then it was stirred at room temperature for 4 hours. After filtration, it was concentrated to give N-(3-cyano-5-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanesulfonamide in 95% yield.

후처리

  1. filtrationAfter filtration, it
  2. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-3ed41c78d6b4414fb1ff77e6eb5d4066
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868001B2

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