Hydrogen iodide → HCID 90014635、化合物

HRID 2207691ノート

反応式

HRID 2207691 の反応式
Cl[C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:3]=1.[IH:19]>C(Cl)Cl>[I:19][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:3]=1

参加物

4

反応物 2

HCID 24841Hydrogen iodideHCID 574686142-Chloro-4-methyl-6-(4-trifluoromethyl-phenyl)-pyrimidine

生成物 1

HCID 90014635HCID 90014635、化合物収率 92%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 2-chloro-4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (which may be prepared as described in Description 5) (167.5 g, 614.34 mmol) in DCM (1325 mL) was added HI (57% in water) (405.23 mL, 3071.7 mmol) dropwise. The reaction was then stirred at room temperature overnight. Additional DCM (500 mL) was added, and the reaction was filtered. The solid was dried then transferred into a beaker containing water (1 L) and EtOAc (1.25 L). The aqueous was basified to pH 10 with K2CO3, and the layers were stirred until all the solid dissolved. Sodium metabisulfite (8.75 g) was added and the layers were stirred until all solid dissolved. The layers were separated, and the aqueous was re-extracted with EtOAc (200 mL). The combined organics were then dried over MgSO4, filtered and concentrated in vacuo to give the title material (D6) (205.68 g, 564.9 mmol, 92% yield) as a pale orange solid. NMR indicated this was >95% pure.

後処理

  1. filtrationthe reaction was filtered
  2. customThe solid was dried
  3. additioncontaining water (1 L) and EtOAc (1.25 L)
  4. stirringthe layers were stirred until all the solid
  5. dissolutiondissolved
  6. additionSodium metabisulfite (8.75 g) was added
  7. stirringthe layers were stirred until all solid
  8. dissolutiondissolved
  9. customThe layers were separated
  10. extractionthe aqueous was re-extracted with EtOAc (200 mL)
  11. dry with materialThe combined organics were then dried over MgSO4
  12. filtrationfiltered
  13. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-bcd8c898f47c4e7cb418ac2b6effadb7
出典データセット
uspto-grants-2016_06
特許番号
US09376445B2

反応ノート

読み込み中…