Phosphorus oxychloride → 4-Chloro-2-(pyrrolidin-1-yl)pyrimidine

HRID 386097ノート

反応式

HRID 386097 の反応式
C(O[C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[N:5]=1)C.O=P(Cl)(Cl)[Cl:17]>CN(C=O)C>[Cl:17][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[N:5]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 595258964-Ethoxy-2-pyrrolidin-1-ylpyrimidine

生成物 1

HCID 104877204-Chloro-2-(pyrrolidin-1-yl)pyrimidine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-Ethoxy-2-pyrrolidin-1-ylpyrimidine (2.0 g, 10 mol) was added to 15 mL of POCl3, followed by the addition of 0.5 ml of DMF. The reaction mixture was irradiated under microwave at 160° C. for 1.5 h. Most of the solvent was evaporated in vacuo. The residue was added in portions to ice-water containing ammonia. The precipitate was filtered off. The aqueous filtrate was extracted with EtOAc. The organic phase was dried over sodium sulfate, filtered, and concentrated. The solid precipitate was combined with the crude residue and purified by silica gel column chromatography to afford the title compound.

後処理

  1. customThe reaction mixture was irradiated under microwave at 160° C. for 1.5 h
  2. customMost of the solvent was evaporated in vacuo
  3. additionThe residue was added in portions to ice-water
  4. additioncontaining ammonia
  5. filtrationThe precipitate was filtered off
  6. extractionThe aqueous filtrate was extracted with EtOAc
  7. dry with materialThe organic phase was dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. custompurified by silica gel column chromatography

出典と根拠

ORDレコード
ord-fca2c05b05df4e498bb5b4eca8f8a26c
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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