Reaktion #511833

Reaktionsgleichung

Imidazole

tert-butyldimethylsilyl chloride

subtitle product

(2R)-2-({6-Amino-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}amino)propan-1-ol

→

subtitle compound

N-((1R)-2-{[tert-Butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-[(2,3-difluorobenzyl)-thio]pyrimidine-4,6-diamine

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigebefore partitioning between EtOAc (100 ml) and H2O (200 ml)
2. 2
   ExtraktionThe aqueous was extracted further with EtOAc (2×100 ml)
3. 3
   Waschenwashed with H2O (100 ml), brine (100 ml)
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated in vacuo to a crude solid
6. 6
   SonstigeThis material was purified by column chromatography (50% Et2O/iso-hexane)

Vorschrift

Imidazole (1.2 g) was added to a solution of tert-butyldimethylsilyl chloride (2.83 g) and the subtitle product of step iii) (1.8 g) in DMF (10 ml). The reaction was stirred for 20 h before partitioning between EtOAc (100 ml) and H2O (200 ml). The aqueous was extracted further with EtOAc (2×100 ml), the organics combined, washed with H2O (100 ml), brine (100 ml), dried (MgSO4) and concentrated in vacuo to a crude solid. This material was purified by column chromatography (50% Et2O/iso-hexane) to afford the subtitle compound as a yellow oil. Yield: 1.80 g.

Quelle