Reaction #1256768

Reaction equation

isopropyl isocyanate

compound

4-piperidin-3-ylpiperazine-1-carboxylic acid [4-(5-cyclohexyl-2-methoxyphenyl)thiazol-2-yl]amide

water

→

expected product

4-(1-isopropylcarbamoylpiperidin-3-yl)piperazine-1-carboxylic acid [4-(5-cyclohexyl-2-methoxyphenyl)thiazol-2-yl]amide

Solvents

DCM

DCM

Conditions

Workup

1. 1
   WashThe organic phase was washed twice with a saturated NaHCO3 solution
2. 2
   DryingAfter drying over MgSO4
3. 3
   Concentrationthe organic phase was concentrated
4. 4
   Otherthen purified by flash chromatography

Procedure

0.06 ml of isopropyl isocyanate was added to a solution of 0.2 g of the compound obtained in step 2.4 in 1.2 ml of DCM, at 0° C. The medium was stirred for 2 h at 0° C. then hydrolysed with 5 ml of water and diluted with 10 ml of DCM. The organic phase was washed twice with a saturated NaHCO3 solution then with a saturated NaCl solution. After drying over MgSO4, the organic phase was concentrated then purified by flash chromatography to produce 0.16 g of the expected product.

Source