Cyclopropanecarbonyl chloride → N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide

HRID 589904

反応式

HRID 589904 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.C(N(CC)C(C)C)(C)C.[CH:21]1([C:24](Cl)=[O:25])[CH2:23][CH2:22]1>ClCCl>[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11][C:24]([CH:21]3[CH2:23][CH2:22]3)=[O:25])[N:10]=2)[N:7]=1

参加物

5

反応物 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 81531DiisopropylethylamineHCID 574410246-Iodoimidazo[1,2-B]pyridazin-2-amine

生成物 1

HCID 57386058N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To the mixture of 6-iodo-imidazo[1,2-b]pyridazin-2-ylamine (130 mg, 0.5 mmol, 1 eq) and N,N-diisopropylethylamine (0.26 mL, 3 eq) in anhydrous dichloromethane (10 mL) at room temperature was added dropwise cyclopropane carbonyl chloride (0.26 mL, 3 eq). After the reaction mixture was stirred at ambient temperature for two hours, it was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate (with 10% THF added). The organic layer was isolated, washed with brine, and dried with anhydrous sodium sulfate. The upper clear solution was decanted, concentrated, and the residue was subject to a gradient column chromatography (from DCM to MeOH-DCM 1:30) to give N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide as a white powder in amount of 51 mg.

後処理

  1. customit was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate (with 10% THF added)
  2. customThe organic layer was isolated
  3. washwashed with brine
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe upper clear solution was decanted
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-d699e3077e134d508f9c2367d727eae4
出典データセット
uspto-grants-2016_01
特許番号
US09233968B1

関連ノート

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