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Dimethyl Sulfoxide → HCID 21217687, 화합물

HRID 375874
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HRID 375874 반응식
[CH2:1]([N:3]1[C:7]2=[N:8][C:9]3[C:14]([C:15]([NH:16][CH2:17][CH:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)=[C:6]2[CH:5]=[N:4]1)=[CH:13][C:12]([OH:24])=[CH:11][CH:10]=3)[CH3:2].CS(C)=O.[OH-].[K+].Br[CH:32]([CH3:38])[C:33]([O:35]CC)=[O:34]>O>[CH2:1]([N:3]1[C:7]2=[N:8][C:9]3[C:14]([C:15]([NH:16][CH2:17][CH:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)=[C:6]2[CH:5]=[N:4]1)=[CH:13][C:12]([O:24][CH:32]([C:33]([OH:35])=[O:34])[CH3:38])=[CH:11][CH:10]=3)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 14797Potassium HydroxideHCID 79040Ethyl 2-bromopropionateHCID 9818690HCID 9818690, 화합물

생성물 1

HCID 21217687HCID 21217687, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-ethyl-6-hydroxy-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine (0.5 g, 1.5 mmol), DMSO (5 ml) and KOH (0.5 g) was stirred at room temperature for 20 minutes, then ethyl 2-bromopropionate (0.2 ml) was added and the mixture was stirred overnight. The reaction mixture was poured into 10 volumes of water, extracted with CH2Cl2 (2×10 ml) and the aqueous layer was acidified with acetic acid. A precipitate formed which was collected by filtration, dissolved in methanol and filtered. The filtrate was allowed to stand and the product which precipitated was collected by filtration and dried to afford 180 mg of 1-ethyl-6-(1-carboxyethoxy)-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine.1/4 hydrate, m.p. 280° C. (dec.).

후처리

  1. stirringthe mixture was stirred overnight
  2. extractionextracted with CH2Cl2 (2×10 ml)
  3. customA precipitate formed which
  4. filtrationwas collected by filtration
  5. dissolutiondissolved in methanol
  6. filtrationfiltered
  7. customthe product which precipitated
  8. filtrationwas collected by filtration
  9. customdried

출처 및 근거

ORD 기록
ord-8883fcc5163c44838e0a28278ffd7058
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05488055

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