Hydrogen iodide → HCID 90014635, 화합물

HRID 626886노트

반응식

HRID 626886 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 90014635HCID 90014635, 화합물수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-chloro-4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (which may be prepared as described in Description 11) (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 (D12) (205.68 g, 564.9 mmol, 92% yield) as a pale orange solid. NMR indicated this was >95% pure.

후처리

  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

출처 및 근거

ORD 기록
ord-f19b5d2e70b74fbbb88cd35d3b03ac7f
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309254B2

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