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

HRID 2391128

반응식

HRID 2391128 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 13387N-methyl-2-pyrrolidone용매HCID 14798Sodium Hydroxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ab7e303991a24e528d74da727176acc4
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273741B2

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