Pyrrolidine → 4,6-Dichloro-2-(pyrrolidin-1-yl)pyrimidine

HRID 1078936Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1078936
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:7]1[N:12]=[C:11]([Cl:13])[CH:10]=[C:9]([Cl:14])[N:8]=1>O1CCCC1>[Cl:14][C:9]1[CH:10]=[C:11]([Cl:13])[N:12]=[C:7]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[N:8]=1

Komponenten

4

Edukt 2

HCID 31268PyrrolidineHCID 773782,4,6-Trichloropyrimidine

Produkt 1

HCID 193535534,6-Dichloro-2-(pyrrolidin-1-yl)pyrimidineAusbeute 25,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

After dropping 23.7 ml (286.6 mmoles) of pyrrolidine to a mixture containing 25.0 g (136.3 mmoles) of 2,4,6-trichloropyrimidine in 200 ml of tetrahydrofuran at -20° C. within about 30 minutes, the cooling is stopped and after stirring for an additional 30 minutes the reaction mixture is evaporated. After distributing the residue between 500 ml of chloroform and 50 ml of 10% sodium hydroxide solution, the organic phase is separated, washed 4 times with 150 ml of water each, then dried and evaporated. The residue is subjected to chromatography on a silica gel column. By using a 19:1 hexane/ethyl acetate mixture as eluent the eluate is evaporated and the evaporation residue is recrystallized from hexane to give 7.51 g (25.27%) of 4,6-dichloro-2-pyrrolidinopyrimidine, m.p. 95°-98° C.

Aufarbeitung

  1. customis evaporated
  2. customthe organic phase is separated
  3. washwashed 4 times with 150 ml of water each,
  4. customthen dried
  5. customevaporated
  6. customis evaporated
  7. customthe evaporation residue is recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-2b8cdb72c3d644b0a45b61bd1dd4fda4
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05550240

Notizen zur Reaktion

Wird geladen…