Hydrochloric Acid → 1-(2,3-Dihydroxypropyl)-7-(methyloxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

HRID 1943136노트

반응식

HRID 1943136 반응식
CC(C)(C)C([N:5]([CH2:23][CH:24]1[CH2:28][O:27]C(=O)[O:25]1)[C:6]1[C:11]([CH2:12][CH2:13][C:14](OCCCC)=[O:15])=[CH:10][CH:9]=[C:8]([O:21][CH3:22])[N:7]=1)=O.Cl>CO>[OH:25][CH:24]([CH2:28][OH:27])[CH2:23][N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[C:8]([O:21][CH3:22])[N:7]=2)[CH2:12][CH2:13][C:14]1=[O:15]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68596362Butyl 3-[2-{(2,2-dimethylpropanoyl)[(2-oxo-1,3-dioxolan-4-yl)methyl]amino}-6-(methyloxy)-3-pyridinyl]propanoate

생성물 1

HCID 685974381-(2,3-Dihydroxypropyl)-7-(methyloxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one수율 66.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of butyl 3-[2-{(2,2-dimethylpropanoyl)[(2-oxo-1,3-dioxolan-4-yl)methyl]amino}-6-(methyloxy)-3-pyridinyl]propanoate (6.065 g, 13.911 mmol) in methanol (100 ml) was treated with concentrated aqueous HCl (12M, 50 ml) and then heated at reflux for 48 h. The reaction mixture was then concentrated to approximately 50 ml, neutralised with potassium carbonate and extracted with 20% methanol/DCM (3×100 ml). The organic extracts were dried (MgSO4), and evaporated to give the crude product as a yellow oil (2.325 g, 66%).

후처리

  1. temperatureheated
  2. temperatureat reflux for 48 h
  3. concentrationThe reaction mixture was then concentrated to approximately 50 ml
  4. extractionextracted with 20% methanol/DCM (3×100 ml)
  5. dry with materialThe organic extracts were dried (MgSO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-2c9c46ade3e14c6a8bd0df1028ab551a
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389524B2

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