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

HRID 1943136ノート

反応式

HRID 1943136 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-2c9c46ade3e14c6a8bd0df1028ab551a
出典データセット
uspto-grants-2013_03
特許番号
US08389524B2

反応ノート

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