Triethylamine → 4-(benzenesulfonylmethyl)-2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine

Temperatur

-5 °C

2,4-dichloro-6-[(phenylsulfonyl)methyl]pyrimidine (2.8 g, 9.24 mmol) was dissolved in DCM (20 mL) and stirred (under nitrogen) at −5° C. Triethylamine (1.42 mL, 10.17 mmol) was added to give a clear brown solution. (3S)-3-methylmorpholine (935 mg, 9.24 mmol) was dissolved in DCM and added dropwise keeping the reaction below −5° C. The cooling bath was then removed and the reaction mixture stirred at room temperature for 1 hour. The reaction mixture was then washed with water (50 mL), dried over magnesium sulphate, filtered and concentrated in vacuo. The crude material was chromatographed on silica, eluting with 0-50% ethyl acetate in DCM to give the desired material as a white solid (2.6 g).

1. customto give a clear brown solution
2. additionadded dropwise
3. customthe reaction below −5° C
4. customThe cooling bath was then removed
5. stirringthe reaction mixture stirred at room temperature for 1 hour
6. washThe reaction mixture was then washed with water (50 mL)
7. dry with materialdried over magnesium sulphate
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customThe crude material was chromatographed on silica
11. washeluting with 0-50% ethyl acetate in DCM

ORD-Eintrag

ord-f578864cce054f9ca875b3ec95c29f31

Quelldatensatz

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07750003B2