反应详情

A solution of (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl N-(2-amino-2-methylcyclopentyl)carbamate hydrochloride (Intermediate 27; 2.0 g, 6.01 mmol), 2-chloro-5-(trifluoromethyl)pyrimidine (CAS number 69034-12-4; 1.21 g, 6.61 mmol) and DIPEA (3.15 ml, 18.02 mmol) in dry DMSO (15 ml) was subjected to microwave irradiation at 140° C. for 4 hours. The reaction was partitioned between ethyl acetate and brine. The aqueous layer was extracted further with ethyl acetate (2×100 ml). The combined organics were washed with brine (3×125 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (silica, 0-30% diethyl ether/petrol) to afford the title compound as a single trans-enantiomer.

1. customirradiation at 140° C. for 4 hours
2. customThe reaction was partitioned between ethyl acetate and brine
3. extractionThe aqueous layer was extracted further with ethyl acetate (2×100 ml)
4. washThe combined organics were washed with brine (3×125 ml)
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated in vacuo
7. customThe resulting residue was purified by column chromatography (silica, 0-30% diethyl ether/petrol)