反应详情

trans-{4-[(2-Chloro-5-nitro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester (100 mg, 0.26 mmol) was dissolved in DCM (5 mL). 1,2-Diphenylethylamine (154 mg, 0.78 mmol) was added in one portion. After 18 h, the solution was partitioned between DCM (15 mL) and 2% AcOH (aq; 10 mL). The layers were separated and the aqueous layer was extracted with DCM (20 mL). The combined organic fraction were washed with saturated sodium carbonate (10 mL) and water, dried over MgSO4, filtered and concentrated to yield a pale yellow solid. Chromatography (silica, 10%-50% Hex/EtOAc) yielded 110 mg of (4-{[2-(1,2-diphenyl-ethylamino)-5-nitro-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester as a pale yellow solid, m/z 547.4 [M+1]+.

1. customthe solution was partitioned between DCM (15 mL) and 2% AcOH (aq; 10 mL)
2. customThe layers were separated
3. extractionthe aqueous layer was extracted with DCM (20 mL)
4. washThe combined organic fraction were washed with saturated sodium carbonate (10 mL) and water
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customto yield a pale yellow solid