Methylamine → 6-chloro-N-methylpyrimidin-4-amine

HRID 58126

Reaktionsgleichung

Reaktionsgleichung von HRID 58126
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][NH2:10].C1COCC1.CCOC(C)=O>CC(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:10][CH3:9])[CH:7]=1

Komponenten

6

Edukt 4

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 709434,6-Dichloropyrimidine

Produkt 1

HCID 3094796-chloro-N-methylpyrimidin-4-amineAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 4,6-dichloro-pyrimidine (7.45 g, 50 mmol) in iPrOH (50 mL) was added a solution of methyl amine in THF (2M, 30 mL, 60 mmol) at room temperature. The resulting mixture was stirred for 18 hours. The mixture was concentrated and the residue was purified by flash chromatography on silica eluting with DCM:EtOAc=6:1-1:1 to obtain the title compound (4.4 g, yield: 62%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.96 (d, 3H), 5.22-5.36 (bs, 1H), 6.35 (s, 1H), 8.35 (s, 11H); MS (ESI): 144 [M+H]+.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography on silica eluting with DCM

Quellen und Nachweise

ORD-Eintrag
ord-be2f740bdb93431cbfa5a50b841b792a
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434697B2

Verknüpfte Notizen

Wird geladen…