Dichloromethane → 4-Methyl-2-(piperazin-1-yl)pyrimidine dihydrochloride

HRID 1775324Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1775324
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[N:3]=1.C(Cl)[Cl:22]>FC(F)(F)C(O)=O>[ClH:22].[ClH:22].[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[N:3]=1

Komponenten

4

Edukt 2

HCID 6344DichloromethaneHCID 15132529tert-Butyl 4-(4-methylpyrimidin-2-yl)piperazine-1-carboxylate

Produkt 1

HCID 183649784-Methyl-2-(piperazin-1-yl)pyrimidine dihydrochlorideAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

The product from the previous step (tert-butyl 4-(4-methylpyrimidin-2-yl)piperazine-1-carboxylate) was dissolved in a one-to-one mixture of trifluoroacetic acid and DCM (8 ml) and stirred at room temperature for three hours. The volatiles were removed under reduced pressure, the residue was dissolved in DCM and evaporated. The residue was dissolved in THF (10 ml), HCl in dioxane (4N, 2 ml) was added and the resulting precipitate was collected by repeated centrifugation, dekantation and washing with THF to yield 107 mg of a solid (0.30 mmol, 71%). MS (APCI) m/z=179.1 [M+1]+.

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure
  2. dissolutionthe residue was dissolved in DCM
  3. customevaporated
  4. dissolutionThe residue was dissolved in THF (10 ml)
  5. additionHCl in dioxane (4N, 2 ml) was added
  6. customthe resulting precipitate was collected
  7. washwashing with THF

Quellen und Nachweise

ORD-Eintrag
ord-157bd86215b644048653cf862e9d567b
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09260441B2

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