Cyclohexanepentanoic acid → HCID 178520569, compound
Reaction equation
[CH:1]1([CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:14]1[C:22]2[CH2:21][CH2:20][NH:19][CH2:18][C:17]=2[N:16]=[CH:15]1>C(Cl)Cl>[CH:1]1([CH2:7][CH2:8][CH2:9][CH2:10][C:11]([N:19]2[CH2:20][CH2:21][C:22]3[NH:14][CH:15]=[N:16][C:17]=3[CH2:18]2)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 5-cyclohexylpentanoic acid (0.94 g, 5.10 mmol) in DCM (4 mL) carbonyldiimidazole (0.83 g, 5.12 mmol) was added. The resulting mixture was stirred at room temperature for 16 h and then added to a solution of 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine (5.10 mmol) in DCM (4 mL). After 2.5 h DCM (50 mL) was added and the mixture was washed with water (3×15 mL). The organic layer was then dried (MgSO4) and concentrated. The crude product was purified by column chromatography (silica gel, ethyl acetate/methanol 9:1) whereby 0.35 g (24%) of the title amide was obtained as an oil.