Hydrogen Peroxide → 2-(4-(7-cyano-1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridin-3-yl)-2-thienyl)acetamide

HRID 2206098ノート

反応式

HRID 2206098 の反応式
[C:1]([CH2:3][C:4]1[S:8][CH:7]=[C:6]([C:9]2[C:13]3[C:14](=[O:20])[NH:15][CH:16]=[C:17]([C:18]#[N:19])[C:12]=3[N:11]([CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:10]=2)[CH:5]=1)#[N:2].C(=O)([O-])[O-:27].[K+].[K+].OO.O>CS(C)=O>[C:18]([C:17]1[C:12]2[N:11]([CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:10]=[C:9]([C:6]3[CH:5]=[C:4]([CH2:3][C:1]([NH2:2])=[O:27])[S:8][CH:7]=3)[C:13]=2[C:14](=[O:20])[NH:15][CH:16]=1)#[N:19]

参加物

6

反応物 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 11430Potassium CarbonateHCID 1179882943-(5-(cyanomethyl)-3-thienyl)-1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridine-7-carbonitrile

生成物 1

HCID 1179880422-(4-(7-cyano-1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridin-3-yl)-2-thienyl)acetamide

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of 3-(5-(cyanomethyl)-3-thienyl)-1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridine-7-carbonitrile (80 mg) obtained in Example 93 and 2M aqueous potassium carbonate solution (0.574 mL) in DMSO (3 mL) was added 30% hydrogen peroxide aqueous solution (0.235 mL) at 0° C., and the mixture was stirred at room temperature for 5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (13 mg).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-64e0aca9e1fe4d7192f2f43eb8e4f069
出典データセット
uspto-grants-2016_06
特許番号
US09371320B2

反応ノート

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