Sodium Carbonate → 4-Chloro-7-methoxy-1,6-naphthyridine

HRID 1013630ノート

反応式

HRID 1013630 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=O)[CH:8]=[CH:9][NH:10]2)=[CH:5][N:4]=1.C(=O)([O-])[O-].[Na+].[Na+].O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:7]1[C:6]2[C:11](=[CH:12][C:3]([O:2][CH3:1])=[N:4][CH:5]=2)[N:10]=[CH:9][CH:8]=1

参加物

4

反応物 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 534871227-Methoxy-1H-1,6-naphthyridin-4-one

生成物 1

HCID 594273184-Chloro-7-methoxy-1,6-naphthyridine

実験手順

A two neck RBF equipped with CaCl2 guard tube was charged with 7-Methoxy-1H-[1,6]naphthyridin-4-one (28 g, 159 mmol) and POCl3(280 mL). The reaction mixture was stirred at RT for 3 h. The reaction mixture was poured into ice water and the pH was carefully adjusted to 8 with solid sodium carbonate (highly exothermic reaction). The product was extracted with EtOAc. The combined organic layer was washed with water, dried over Na2SO4 and concentrated. The crude product was purified by column chromatography on silica gel (230-400 mesh) eluting with ethyl acetate hexane mixture.

後処理

  1. customA two neck RBF equipped with CaCl2 guard tube
  2. customhighly exothermic reaction)
  3. extractionThe product was extracted with EtOAc
  4. washThe combined organic layer was washed with water
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe crude product was purified by column chromatography on silica gel (230-400 mesh)
  8. washeluting with ethyl acetate hexane mixture

出典と根拠

ORDレコード
ord-dda3d4c687a4436a892cb1a6809e371a
出典データセット
uspto-grants-2011_07
特許番号
US07981891B2

反応ノート

読み込み中…