2-(2-chloropyrimidin-4-ylamino)-1-phenylethanol synthesis
- Product Name:2-(2-chloropyrimidin-4-ylamino)-1-phenylethanol
- CAS Number:1009330-01-1
- Molecular formula:C12H12ClN3O
- Molecular Weight:249.6962
3934-20-1
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Yield:-
Reaction Conditions:
with triethylamine in tetrahydrofuran at 20; for 16 h;
Steps:
1; A
2-amincrl-phenylethanol (3.Og, 21.9mmol) and triethylamine (2.18g, 3mL, 21.6mmol) were added to a solution of 2,4-dichloropyrimidine (3.1g, 20.8mmol) inTHF (lOOmL). The mixture was left stirring at room temperature under a nitrogen atmosphere for 16 hours. After filtering through a glass sinter, the filtrate was pre-absorbed under vacuum onto diatomaceous earth. Purification was achieved using flash silica chromatography on an ISCO SQ16X machine, eluting with an ethyl acetate/cyclohexane gradient. Concentration of the relevant fractions afforded the title compound as a white solid (3.5g, 13.9mmol).IH NMR (400 MHz, DMSOD6) δ ppm 3.27-3.37 (m, 1 H) 3.48-3.56 (m, 1 H) 4.67-4.77 (m, 1 H) 5.6 (d, J=A Hz, 1 H) 6.52 (d, J=G Hz, 1 H) 7.25 (t, J=I Hz, IH) 7.3-7.4 (m, 4 H) 7.87 (d, J=6 Hz, 1 H) 8.04 (bt, J=5 Hz, 1 H). MS m/z 250/252 (3:1 ratio) (M+ 1) +
References:
WO2008/24634,2008,A1 Location in patent:Page/Page column 36; 160