Phosphorus oxychloride → 1,5-Naphthyridine-3-carbonitrile, 4-chloro-6-methyl-

HRID 968713ノート

反応式

HRID 968713 の反応式
[CH3:1][C:2]1[N:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]([C:12]#[N:13])[C:5]2=O.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([CH3:1])[N:3]=2)[N:8]=[CH:7][C:6]=1[C:12]#[N:13]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 587242946-Methyl-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carbonitrile

生成物 1

HCID 587242971,5-Naphthyridine-3-carbonitrile, 4-chloro-6-methyl-収率 57.1%

実験手順

The suspension of 6-methyl-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carbonitrile (1.47 g, 7.93 mmol) in POCl3 (25 mL) was heated under refluxing for 2 hrs. After cooling to room temperature, the reaction mixture was quenched with ice water and basified with NH4OH followed by extraction with AcOEt. The organic layer was washed with brine and dried over NaSO4, and concentrated to give 4-chloro-6-methyl-[1,5]naphthyridine-3-carbonitrile as a brown solid (0.92 g, 57.1%). HR-MS-EI (+) m/e calcd for C10H6ClN3 (M+) 203.0250. found 203.0252.

後処理

  1. temperaturewas heated
  2. temperatureunder refluxing for 2 hrs
  3. customthe reaction mixture was quenched with ice water
  4. extractionfollowed by extraction with AcOEt
  5. washThe organic layer was washed with brine
  6. dry with materialdried over NaSO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-a7b6ed51648248adb4d93116a83bd1b4
出典データセット
uspto-grants-2007_12
特許番号
US07304074B2

反応ノート

読み込み中…