Acetophenone → 2-Phenyl-[1,6]naphthyridine-4-carboxylic acid

HRID 1822748노트

반응식

HRID 1822748 반응식
CC(C)(C)C([NH:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[CH2:12][C:13](=[O:19])C(OCC)=O)=O.[OH-:22].[K+].[C:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=O)[CH3:25]>C(O)C.O>[C:27]1([C:24]2[N:5]=[C:6]3[CH:11]=[CH:10][N:9]=[CH:8][C:7]3=[C:12]([C:13]([OH:19])=[O:22])[CH:25]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

6

반응물 3

HCID 7410AcetophenoneHCID 14797Potassium HydroxideHCID 54422680HCID 54422680, 화합물

생성물 1

HCID 106821072-Phenyl-[1,6]naphthyridine-4-carboxylic acid

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 3.59 g of ethyl 4-trimethylacetamido-3-pyridylpyruvate, 2.89 g of potassium hydroxide in 10 mL of ethanol and 40 mL of water is heated at reflux for 2 hours. At this time 3.1 g of acetophenone is added and refluxing is continued for 6 hours. The ethanol is removed in vacuo, the resulting aqueous solution is washed with ether and the aqueous layer is acidified to pH5. The product is collected washed with water and dried to afford (2-phenylpyridino[4,3-b]pyridin-4-yl) carboxylic acid as a white solid.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 2 hours
  3. temperaturerefluxing
  4. customThe ethanol is removed in vacuo
  5. washthe resulting aqueous solution is washed with ether
  6. customThe product is collected
  7. washwashed with water
  8. customdried

출처 및 근거

ORD 기록
ord-75a6a76cb61f46a89e1d0134458825cb
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037922B1

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