Phosphorus oxychloride → 1-Chloro-8-methoxy-3-phenyl-2,7-naphthyridine

HRID 1034938ノート

反応式

HRID 1034938 の反応式
[CH3:1][O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:11](=O)[NH:10][C:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:8]2.O=P(Cl)(Cl)[Cl:22]>CC#N>[Cl:22][C:11]1[C:12]2[C:7](=[CH:6][CH:5]=[N:4][C:3]=2[O:2][CH3:1])[CH:8]=[C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 580937988-methoxy-3-phenyl-2,7-naphthyridin-1(2H)-one

生成物 1

HCID 580943901-Chloro-8-methoxy-3-phenyl-2,7-naphthyridine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

8-Methoxy-3-phenyl-2,7-naphthyridin-1(2H)-one (80 mg, 0.32 mmol) is dissolved in CH3CN (2 mL) and POCl3 (59 uL, 0.64 mmol) The mixture is stirred at 80° C. for 3 hours. POCl3 is removed and neutralized with sat. NaHCO3. The compound is extracted with CHCl3 and the organic layer is dried (Na2SO4) and evaporated to yield the crude compound and used for the next step without any further purification. MS m/z 271.1 (M+1).

後処理

  1. customPOCl3 is removed
  2. extractionThe compound is extracted with CHCl3
  3. dry with materialthe organic layer is dried (Na2SO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-c2338579ddce4133b2fbfd268eeb6ed6
出典データセット
uspto-grants-2013_10
特許番号
US08546370B2

反応ノート

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