Dimethylformamide → N1-(3-bromoimidazo[1,2-b]pyridazin-6-yl)-N3-methyl-N3-phenylpropane-1,3-diamine

HRID 870654노트

반응식

HRID 870654 반응식
[Br:1][C:2]1[N:6]2[N:7]=[C:8](F)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[CH3:12][N:13]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:14][CH2:15][CH2:16][NH2:17].CN(C=O)C>CCOC(C)=O.O>[Br:1][C:2]1[N:6]2[N:7]=[C:8]([NH:17][CH2:16][CH2:15][CH2:14][N:13]([CH3:12])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 577774N-(3-Aminopropyl)-N-methylanilineHCID 866963183-Bromo-6-fluoroimidazo[1,2-b]pyridazine

생성물 1

HCID 86696351N1-(3-bromoimidazo[1,2-b]pyridazin-6-yl)-N3-methyl-N3-phenylpropane-1,3-diamine수율 60.2%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To 300 mg (1.389 mmol) of the 3-bromo-6-fluoroimidazo[1,2-b]pyridazine, was added N1-methyl-N1-phenylpropane-1,3-diamine (456 mg, 2.778 mmol) Cs2CO3 (903 mg, 2.778 mmol) and 10 mL DMF. This mixture is stirred overnight at rt. It was diluted with 30 mL EtOAc, and 15 mL of water. The organic layer was washed with brine and dried over MgSO4. It was concentrated and purified using silica gel chromatography (ISCO) eluting with 0-10% MeOH/DCM to obtain 301 mg (60%) of product.

후처리

  1. washThe organic layer was washed with brine
  2. dry with materialdried over MgSO4
  3. concentrationIt was concentrated
  4. custompurified
  5. washeluting with 0-10% MeOH/DCM

출처 및 근거

ORD 기록
ord-2d1311ab99bf4b158a2913fc2252087b
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969565B2

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