Dimethyl Sulfoxide → 1,3-dimethyl-N-(phenylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine

HRID 1458746노트

반응식

HRID 1458746 반응식
[CH3:1][N:2]1[C:6]2=[N:7][C:8]3[C:13]([C:14](Cl)=[C:5]2[C:4]([CH3:16])=[N:3]1)=[CH:12][CH:11]=[CH:10][CH:9]=3.[CH2:17]([NH2:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CS(C)=O>O>[CH3:1][N:2]1[C:6]2=[N:7][C:8]3[C:13]([C:14]([NH:24][CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[C:5]2[C:4]([CH3:16])=[N:3]1)=[CH:12][CH:11]=[CH:10][CH:9]=3

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 7504BenzylamineHCID 134489994-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]quinoline

생성물 1

HCID 195922281,3-dimethyl-N-(phenylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1,3-dimethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline (1.2 g, 0.005 mol), benzylamine (1.2 ml) and DMSO (3 ml) is heated at 80°-90° C. for 3-4 hours. The reaction mixture is cooled to room temperature and then is poured into water. The mixture is extracted with CH2Cl2 (3×50 ml) and then the CH2Cl2 layers are combined and evaporated. The residue is purified by column chromatography on silca gel eluting with ethyl acetate to afford the product which is crystallized from ether/hexane to afford 1.2 g of 1,3-dimethyl-N-(phenylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine, as a yellow solid, m.p. 105° C.

후처리

  1. temperatureis heated at 80°-90° C. for 3-4 hours
  2. extractionThe mixture is extracted with CH2Cl2 (3×50 ml)
  3. customevaporated
  4. customThe residue is purified by column chromatography on silca gel
  5. washeluting with ethyl acetate
  6. customto afford the product which
  7. customis crystallized from ether/hexane

출처 및 근거

ORD 기록
ord-bf4a9ffa37e146488e0d4ec81e0d436c
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05852035

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