反应 #619170

反应方程式

DIEA

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

piperazine carboxylic acid tert-butyl ester

HBTU

→

desired compound

收率 72.0%

4-[2-(3,3-Dicyclohexyl-ureido)-thiazole-5-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

收率 72.0%

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 and 10% EtOAc in CH2Cl2

实验过程

2-(3,3-Dicyclohexyl-ureido)-thiazole-5-carboxylic acid (176 mg, 0.50 mmol), piperazine carboxylic acid tert-butyl ester (140 mg, 0.75 mmol), and HBTU (285 mg, 0.75 mmol) were weighed out and added to a 25 mL reaction flask. DMF (5 mL) and DIEA (175 μL, 1.0 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 and 10% EtOAc in CH2Cl2 afforded 187 mg (72%) of the desired compound.

来源