Phosphorus oxychloride → (E)-3-[2-Chloro-5-(4-fluorophenyl)-7-isopropyl-1,8-naphthyridin-6-yl]-prop-2-enal

HRID 1087050ノート

反応式

HRID 1087050 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17](/[CH:18]=[CH:19]/[CH:20]=[O:21])=[C:16]([CH:22]([CH3:24])[CH3:23])[N:15]=[C:14]3[C:9]=2[CH:10]=[CH:11][C:12](=O)[NH:13]3)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:28])=O>>[Cl:28][C:12]1[CH:11]=[CH:10][C:9]2[C:14](=[N:15][C:16]([CH:22]([CH3:24])[CH3:23])=[C:17](/[CH:18]=[CH:19]/[CH:20]=[O:21])[C:8]=2[C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[N:13]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 14850559(E)-3-[5-(4-Fluorophenyl)-1,2-dihydro-7-isopropyl-2-oxo1, 8-naphthyridin-6-yl]-prop-2-enal

生成物 1

HCID 19817640(E)-3-[2-Chloro-5-(4-fluorophenyl)-7-isopropyl-1,8-naphthyridin-6-yl]-prop-2-enal

実験手順

7.8 g (23 mmol) of the compound from Example 5 are heated to 75° C. in 20 ml of phosphorus oxychloride. After a clear solution has formed, the mixture is concentrated in vacuo, the residue is dissolved in ethyl acetate, and the solution is poured into ice water and stirred vigorously. The aqueous phase is extracted twice with ethyl acetate, the combined organic phases are dried and the solvent is stripped off. 5.78 g (71%) of colorless crystals of m.p.: 142° C. crystallize from ether.

後処理

  1. customAfter a clear solution has formed
  2. concentrationthe mixture is concentrated in vacuo
  3. dissolutionthe residue is dissolved in ethyl acetate
  4. additionthe solution is poured into ice water
  5. extractionThe aqueous phase is extracted twice with ethyl acetate
  6. customthe combined organic phases are dried
  7. custom5.78 g (71%) of colorless crystals of m.p.: 142° C. crystallize from ether

出典と根拠

ORDレコード
ord-21dae1f0e04c45be8932cfe3d30ba98c
出典データセット
uspto-grants-1991_07
特許番号
US05034399

反応ノート

読み込み中…