反应 #619171

反应方程式

DIEA

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

piperazine sulfonic acid dimethylamide hydrochloride

HBTU

→

desired compound

收率 67.1%

4-[2-(3,3-Dicyclohexyl-ureido)-thiazole-5-carbonyl]-piperazine-1-sulfonic acid dimethylamide

收率 67.1%

溶剂

DMF

EtOAc

反应条件

后处理

1. 1
   workup.ADDITIONadded to a 10 mL reaction flask
2. 2
   其他quenched with saturated aqueous NH4Cl (5 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 (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), piperazine sulfonic acid dimethylamide hydrochloride (44 mg, 0.19 mmol), and HBTU (74 mg, 0.19 mmol) were weighed out and added to a 10 mL reaction flask. DMF (1.5 mL) and DIEA (65 μL, 0.38 mmol) were added. The reaction was stirred under nitrogen at ambient temperature overnight. The reaction was diluted with EtOAc (5 mL) and quenched with saturated aqueous NH4Cl (5 mL). After separation and extraction with EtOAc (2×5 mL) the combined organic portions were dried over MgSO4. Purification with silica gel (10% EtOAc and 1% MeOH in CH2Cl2) afforded 53 mg (67%) of the desired compound.

来源