反应 #619180

反应方程式

DIEA

2-(3,3-Dicyclohexyl-ureido)-thiazole-5-carboxylic acid

1-morpholin-4-yl-2-piperazin-1-yl-ethanone

HBTU

→

desired compound

收率 31.0%

1,1-Dicyclohexyl-3-{5-[4-(2-morpholin-4-yl-2-oxo-ethyl)-piperazine-1-carbonyl]-thiazol-2-yl}-urea

收率 31.0%

溶剂

DMF

EtOAc

反应条件

后处理

1. 1
   workup.ADDITIONadded to a 25 mL reaction flask
2. 2
   其他quenched with saturated aqueous NH4Cl (10 mL)
3. 3
   其他After separation and extraction with EtOAc (2×5 mL) the combined organic portions
4. 4
   干燥were dried over MgSO4
5. 5
   其他Purification with silica gel chromatography (10% EtOAc and 1% MeOH in CH2Cl2)

实验过程

2-(3,3-Dicyclohexyl-ureido)-thiazole-5-carboxylic acid (53 mg, 0.15 mmol), 1-morpholin-4-yl-2-piperazin-1-yl-ethanone (42 mg, 0.19 mmol), and HBTU (71 mg, 0.19 mmol) were weighed out and added to a 25 mL reaction flask. DMF (2 mL) and DIEA (65 μL, 0.37 mmol) were added. The reaction was stirred under nitrogen at ambient temperature overnight. The reaction was diluted with EtOAc (10 mL) and quenched with saturated aqueous NH4Cl (10 mL). After separation and extraction with EtOAc (2×5 mL) the combined organic portions were dried over MgSO4. Purification with silica gel chromatography (10% EtOAc and 1% MeOH in CH2Cl2) afforded 17 mg (31%) of the desired compound.

来源