Pyridine → N-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylphenyl)pivalamide

HRID 539813ノート

反応式

HRID 539813 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([CH2:18][CH3:19])=[C:15]([CH:17]=3)[NH2:16])[N:10]=2)[N:7]=1.C(#N)C.N1C=CC=CC=1.[CH3:29][C:30]([CH3:35])([CH3:34])[C:31](Cl)=[O:32]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([CH2:18][CH3:19])=[C:15]([NH:16][C:31](=[O:32])[C:30]([CH3:35])([CH3:34])[CH3:29])[CH:17]=3)[N:10]=2)[N:7]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 62493Pivaloyl chlorideHCID 575162295-(6-Chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylaniline

生成物 1

HCID 86667863N-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylphenyl)pivalamide収率 92.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A flask is charged with 5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylaniline (4.00 g, 0.0146 mol), acetonitrile (120 mL) and pyridine (3.54 mL, 0.0438 mol). The mixture is stirred and trimethylacetyl chloride (1.98 mL, 0.0161 mol) is added and the mixture stirred for 16 hr at room temp. When the reaction is complete the mixture is diluted with water (500 mL) and stirred for 1 hour, and solid collected, washed with water (3×50 mL). Crude product is purified by silica gel chromatography (0-50% EtOAc in CH2Cl2) to give the title compound (4.8 g, 92%). LCMS m/z=357.5, 359.4 [M+H]+, tR=2.57 min.

後処理

  1. stirringthe mixture stirred for 16 hr at room temp
  2. stirringstirred for 1 hour
  3. customsolid collected
  4. washwashed with water (3×50 mL)
  5. customCrude product is purified by silica gel chromatography (0-50% EtOAc in CH2Cl2)

出典と根拠

ORDレコード
ord-b80fc4985621432b8490cb217cb732aa
出典データセット
uspto-grants-2014_10
特許番号
US08871767B2

反応ノート

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