Reaktion #167962

Reaktionsgleichung

6-benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

(R)-1-(3-methylpiperazin-1-yl)ethanone 2,2,2-trifluoroacetate

DIEA

→

(R)-1-(4-(6-benzyl-2-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)ethanone

Lösungsmittel

i-PrOH

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed successively with sat aq NaHCO3 and brine
2. 2
   TrocknenThe organic layer was then dried over Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   workup.ADDITIONThe resulting residue was diluted with DCM
6. 6
   Filtrationfiltered
7. 7
   Sonstigeto remove solid
8. 8
   EinengenThe filtrate was concentrated
9. 9
   Sonstigepurified by FCC (0-5% MeOH in DCM)

Vorschrift

A mixture of 6-benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (0.655 g, 1.89 mmol), (R)-1-(3-methylpiperazin-1-yl)ethanone 2,2,2-trifluoroacetate (1 g, 2.84 mmol) and DIEA (2.65 mL, 15.2 mmol) in i-PrOH (25 mL) was heated to 80° C. for 48 h. The reaction mixture was then diluted with EtOAc, and washed successively with sat aq NaHCO3 and brine. The organic layer was then dried over Na2SO4, filtered and concentrated. The resulting residue was diluted with DCM and filtered to remove solid. The filtrate was concentrated and purified by FCC (0-5% MeOH in DCM) to provide (R)-1-(4-(6-benzyl-2-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)ethanone. MS (ESI+) m/z 400.3 (M+H)+.

Quelle