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

HRID 870654ノート

反応式

HRID 870654 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2d1311ab99bf4b158a2913fc2252087b
出典データセット
uspto-grants-2015_03
特許番号
US08969565B2

反応ノート

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