Sodium Iodide → 2-(5-Chloro-2-fluorophenyl)-4-iodo-5,7-dihydrofuro[3,4-d]pyrimidine

HRID 1010850Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1010850
Cl[C:2]1[C:3]2[CH2:18][O:17][CH2:16][C:4]=2[N:5]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[F:15])[N:7]=1.[Na+].[I-:20]>I>[Cl:14][C:12]1[CH:11]=[CH:10][C:9]([F:15])=[C:8]([C:6]2[N:7]=[C:2]([I:20])[C:3]3[CH2:18][O:17][CH2:16][C:4]=3[N:5]=2)[CH:13]=1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 211043384-Chloro-2-(5-chloro-2-fluorophenyl)-5,7-dihydrofuro[3,4-d]pyrimidine

Produkt 1

HCID 211043072-(5-Chloro-2-fluorophenyl)-4-iodo-5,7-dihydrofuro[3,4-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24841Hydrogen iodideLösungsmittel

Versuchsvorschrift

To a suspension of 4-chloro-2-(5-chloro-2-fluorophenyl)-5,7-dihydrofuro[3,4-d]-pyrimidine (78 mg, 0.275 mmol, 1 eq) in 57% HI(aq) (2 ml) at r.t. was added NaI (206 mg, 1.37 mmol, 5 eq). The reaction mixture was stirred at r.t. overnight and then was poured onto ice. The product was extracted with chloroform and the aqueous layer was neutralized with NaHCO3 and extracted further with chloroform. The organic layers were combined washed with brine, dried (MgSO4), filtered and evaporated in vacuo to provide a crude residue of 2-(5-Chloro-2-fluorophenyl)-4-iodo-5,7-dihydro-furo[3,4-d]pyrimidine which was not further purified.

Aufarbeitung

  1. additionwas poured onto ice
  2. extractionThe product was extracted with chloroform
  3. extractionextracted further with chloroform
  4. washThe organic layers were combined washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-de5da2df8699439a845c7a1507fc159f
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977342B2

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