Phosphorus oxychloride → Methyl 2-(3,7-dichloro-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

HRID 472846ノート

反応式

HRID 472846 の反応式
[Cl:1][C:2]1[C:3]([CH3:18])=[N:4][N:5]2[C:10](O)=[C:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:8]([CH3:17])=[N:7][C:6]=12.O=P(Cl)(Cl)[Cl:21]>>[Cl:1][C:2]1[C:3]([CH3:18])=[N:4][N:5]2[C:10]([Cl:21])=[C:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:8]([CH3:17])=[N:7][C:6]=12

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178499495HCID 178499495、化合物

生成物 1

HCID 86670281Methyl 2-(3,7-dichloro-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)acetate収率 59%

実験手順

To a solution of methyl 2-(3-chloro-7-hydroxy-2,5-di-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate (0.160 g, 0.6 mmol) was added POCl3 (1 mL). The reaction mixture was heated at reflux for 1 h. After cooling, the reaction mixture was added drop-wise to ice-water. A brown solid precipitated. The solid were filtered and washed with water, then dissolved in ethyl acetate. The organic solution was washed with saturated NaHCO3 and dried over sodium sulfate. The solvent was evaporated to give the title compound (0.1 g, 59%). NMR (500 MHz, DMSO-d6) δ ppm 2.44 (s, 3H), 2.57 (s, 3H), 3.68 (s, 3H), 4.00 (s, 2H). Used as is in the next step.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 1 h
  3. temperatureAfter cooling
  4. customA brown solid precipitated
  5. filtrationThe solid were filtered
  6. washwashed with water
  7. dissolutiondissolved in ethyl acetate
  8. washThe organic solution was washed with saturated NaHCO3
  9. dry with materialdried over sodium sulfate
  10. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-05321751d0af40e0a188fd027e5d1be3
出典データセット
uspto-grants-2014_01
特許番号
US08633200B2

反応ノート

読み込み中…