2-(Dimethylamino)acetyl chloride hydrochloride → N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)-N2,N2-dimethylglycinamide

HRID 1667817

反応式

HRID 1667817 の反応式
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH2:11])[N:10]=2)[N:7]=1.Cl.[CH3:13][N:14]([CH2:16][C:17](Cl)=[O:18])[CH3:15]>CN1CCCC1=O.[OH-].[Na+]>[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11][C:17](=[O:18])[CH2:16][N:14]([CH3:15])[CH3:13])[N:10]=2)[N:7]=1

参加物

5

反応物 2

HCID 139949912-(Dimethylamino)acetyl chloride hydrochlorideHCID 574410246-Iodoimidazo[1,2-B]pyridazin-2-amine

生成物 1

HCID 57708588N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)-N2,N2-dimethylglycinamide収率 74%

試薬・触媒・溶媒 2

HCID 13387N-methyl-2-pyrrolidone溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a solution of 6-iodoimidazo[1,2-b]pyridazin-2-amine (1040 mg, 4.0 mmol) in N-methylpyrrolidone (5.0 mL) was added dimethylaminoacetyl chloride hydrochloride (948 mg, 6.0 mmol), and the mixture was stirred at room temperature for 6 hr. The reaction mixture was diluted with 1N aqueous sodium hydroxide solution, and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→70/30), and precipitated from diisopropyl ether to give the title compound (1019 mg, 74%) as a pale-yellow powder.

後処理

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→70/30)
  4. customprecipitated from diisopropyl ether

出典と根拠

ORDレコード
ord-f697e0c62176414ba36c9169cd7f6a21
出典データセット
uspto-grants-2011_10
特許番号
US08044049B2

関連ノート

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