Hydrogen iodide → HCID 90014635, Verbindung

HRID 2207690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2207690
[IH:1].Cl[C:3]1[N:8]=[C:7]([CH3:9])[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[N:4]=1>C(Cl)Cl>[I:1][C:3]1[N:8]=[C:7]([CH3:9])[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[N:4]=1

Komponenten

4

Edukt 2

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

Produkt 1

HCID 90014635HCID 90014635, VerbindungAusbeute 85,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Hydroiodic acid (57% in water, 9.68 mL, 73.41 mmol) was added portionwise to 2-chloro-4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (which may be prepared as described in Description 5) (1.38 g, 5.06 mmol) in DCM (30 mL) at 20° C. and the dark mixture was stirred for 18 hrs. The mixture was quenched by the addition of sat. aq. K2CO3 (care: gas evolved). After basification, satd. aq. sodium metabisulphite was added and stirring was continued for 5 mins. The mixture was diluted with further DCM and the phases were separated. The organic layer was dried (Na2SO4) and the solvent evaporated to afford 2-iodo-4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (D6) (1.58 g, 4.34 mmol, 85.7% yield) a yellow solid, containing about 20% of the reduced H-compound.

Aufarbeitung

  1. customThe mixture was quenched by the addition of sat. aq. K2CO3 (care: gas evolved)
  2. additionaq. sodium metabisulphite was added
  3. stirringstirring
  4. waitwas continued for 5 mins
  5. additionThe mixture was diluted with further DCM
  6. customthe phases were separated
  7. dry with materialThe organic layer was dried (Na2SO4)
  8. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-07ebe1a4201a4cfd841113e15248f897
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376445B2

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