تفاعل #2275738

معادلة التفاعل

N-({1-[4-(5-iodo-2-oxo-2H-pyridin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

N-({1-[4-(5-Iodo-2-oxo-2H-pyridin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

CuCN

→

title compound

N-({1-[4-(5-Cyano-2-oxo-2H-pyridin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe solid was filtered off
2. 2
   أخرىthe residue was partitioned between water
3. 3
   تجفيفThe organic layer was dried over anhydrous Na2SO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated
6. 6
   أخرىto give the crude product, which
7. 7
   أخرىwas then purified by a CombiFlash® system

الإجراء التجريبي

A solution of N-({1-[4-(5-iodo-2-oxo-2H-pyridin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide (as prepared in Example 8, Step C, 300 mg, 0.5 mmol), CuCN (Aldrich, 1 mmol), DMF (4 mL) in a sealed tube was irradiated under microwave at 180° C. for 30 min. The solid was filtered off and the residue was partitioned between water and a chloroform/IPA “cocktail” (˜3:1, v/v). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated to give the crude product, which was then purified by a CombiFlash® system using ethyl acetate and 7N NH3 in MeOH as eluent (from pure ethyl acetate to 5% 7N NH3 in MeOH in ethyl acetate) to afford the title compound as yellow solid.

المصدر