Hydrogen Peroxide → 6-((2R)-1-amino-4-methyl-1-oxopentan-2-ylamino)-5-fluoro-2-(quinolin-6-ylamino)nicotinamide

HRID 340512ノート

反応式

HRID 340512 の反応式
C(=O)([O-])[O-:2].[K+].[K+].OO.[C:9]([C:11]1[CH:12]=[C:13]([F:37])[C:14]([NH:28][C@H:29]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:30]([NH2:32])=[O:31])=[N:15][C:16]=1[NH:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[N:24]=[CH:23][CH:22]=[CH:21]2)#[N:10].[Cl-].[Na+]>C(OCC)(=O)C.O.C(O)C>[NH2:32][C:30](=[O:31])[C@H:29]([NH:28][C:14]1[C:13]([F:37])=[CH:12][C:11]([C:9]([NH2:10])=[O:2])=[C:16]([NH:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[N:24]=[CH:23][CH:22]=[CH:21]3)[N:15]=1)[CH2:33][CH:34]([CH3:35])[CH3:36]

参加物

8

反応物 4

HCID 784Hydrogen Peroxide2 回HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 86683890(2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide

生成物 1

HCID 677768506-((2R)-1-amino-4-methyl-1-oxopentan-2-ylamino)-5-fluoro-2-(quinolin-6-ylamino)nicotinamide収率 38.2%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Potassium carbonate (35 mg) and a 30% hydrogen peroxide solution (29 μl) were added to an ethanol (1 ml) solution containing (2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide (20 mg), followed by stirring at room temperature for 1 hour. A 30% hydrogen peroxide solution (29 μl) was added to the reaction mixture, followed by stirring at room temperature for 1 hour. Water, sodium chloride, and ethyl acetate were added to the reaction mixture. The organic layer was collected and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was dissolved in ethyl acetate, and diisopropylether was added. Solid matter was collected by filtration and washed with diisopropylether, and a yellow solid of 6-((2R)-1-amino-4-methyl-1-oxopentan-2-ylamino)-5-fluoro-2-(quinolin-6-ylamino)nicotinamide (8 mg) was thus obtained.

後処理

  1. stirringby stirring at room temperature for 1 hour
  2. customThe organic layer was collected
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled away under reduced pressure
  5. dissolutionThe obtained residue was dissolved in ethyl acetate
  6. additiondiisopropylether was added
  7. filtrationSolid matter was collected by filtration
  8. washwashed with diisopropylether

出典と根拠

ORDレコード
ord-91a3324b2a414780a29d7f7497b52254
出典データセット
uspto-grants-2014_11
特許番号
US08895585B2

反応ノート

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