Reaktion #2009956

Reaktionsgleichung

5-chloro-7-morpholin-4-ylthiazolo[5,4-d]pyrimidine-2-carbaldehyde

4-azetidin-3-ylpiperazin-2-one

sodium triacetoxyborohydride

→

title compound

Ausbeute 75.7%

4-[1-(5-Chloro-7-morpholin-4-ylthiazolo[5,4-d]pyrimidin-2-ylmethyl)azetidin-3-yl]piperazin-2-one

Ausbeute 75.7%

Lösungsmittel

DCE

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthen filtered through Celite® which
2. 2
   Waschenwas washed with DCM
3. 3
   EinengenThe filtrate was concentrated in vacuo
4. 4
   Sonstigethe resulting residue purified by column chromatography (Si—PCC, MeOH:DCM, 2-10%)

Vorschrift

A mixture of 5-chloro-7-morpholin-4-ylthiazolo[5,4-d]pyrimidine-2-carbaldehyde (285 mg, 1.00 mmol), 4-azetidin-3-ylpiperazin-2-one (190 mg, 1.22 mmol) and 4 Å powdered molecular sieves (1.0 g) in DCE (10 mL) was allowed to stir at r.t. for 5 h before the addition of sodium triacetoxyborohydride (420 mg, 1.98 mmol). The resulting mixture was allowed to stir for 16 h then filtered through Celite® which was washed with DCM. The filtrate was concentrated in vacuo and the resulting residue purified by column chromatography (Si—PCC, MeOH:DCM, 2-10%) affording the title compound (321 mg, 75%)._LCMS (method A): RT 1.96 and 0.33 min [M+H]+ 424.3

Quelle