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 2206098노트

반응식

HRID 2206098 반응식
[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]

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-64e0aca9e1fe4d7192f2f43eb8e4f069
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371320B2

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