Water → 3,5-Dimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-imidazolidine-2,4-dione

HRID 2411897ノート

反応式

HRID 2411897 の反応式
[CH3:1][CH:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([N:15]3[CH2:20][CH2:19][N:18]([C:21]4[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[C:23]([CH3:29])[N:22]=4)[CH2:17][CH2:16]3)=[O:14])=[CH:9][N:8]=2)[C:5](=[O:30])[NH:4][C:3]1=[O:31].[CH3:32]C(C)([O-])C.[K+].CI.O>O1CCCC1>[CH3:32][N:4]1[C:3](=[O:31])[CH:2]([CH3:1])[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([N:15]3[CH2:20][CH2:19][N:18]([C:21]4[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[C:23]([CH3:29])[N:22]=4)[CH2:17][CH2:16]3)=[O:14])=[CH:9][N:8]=2)[C:5]1=[O:30]

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 712521435-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione

生成物 1

HCID 712527663,5-Dimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-imidazolidine-2,4-dione収率 80.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione (60 mg) described in Example 549 was dissolved in tetrahydrofuran, potassium tert-butoxide (17 mg) and methyl iodide (9.3 μL) were added under ice-cooling, and the mixture was stirred at the same temperature for 15 min and at room temperature for 24 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (50 mg).

後処理

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was evaporated
  6. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)

出典と根拠

ORDレコード
ord-d57e1bbb934d489cb49069f5b99c0619
出典データセット
uspto-grants-2014_08
特許番号
US08816079B2

反応ノート

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