反应 #1269891

反应方程式

NaBH4

5-Amino-2-butylisoindolin-1-one

N-(3-formylpyridin-4-yl)pivalamide

NaHCO3

NaHCO3

→

crude product

N-(3-((2-butyl-1-oxoisoindolin-5-ylamino)methyl)pyridin-4-yl)pivalamide

溶剂

MeOH

acetic acid

water

water

反应条件

后处理

1. 1
   workup.ADDITIONwere added
2. 2
   萃取The mixture was extracted with EtOAc
3. 3
   洗涤the combined organic layers were washed with water
4. 4
   干燥dried over MgSO4
5. 5
   其他the solvent was removed in vacuo
6. 6
   其他The residue obtained
7. 7
   萃取Extraction with EtOAc
8. 8
   洗涤washing of the combined organic layers with water
9. 9
   干燥drying over MgSO4

实验过程

5-Amino-2-butylisoindolin-1-one (49.5 mg, 0.242 mmol) was added to a solution of N-(3-formylpyridin-4-yl)pivalamide (50 mg, 0.242 mmol) in acetic acid (1 mL). After stiffing for 5 days, water and sat aqueous NaHCO3 solution were added. The mixture was extracted with EtOAc, the combined organic layers were washed with water, dried over MgSO4 and the solvent was removed in vacuo. The residue obtained was dissolved in MeOH (3 mL) and NaBH4 (18.3 mg, 0.485 mmol) was added. After stirring overnight, water and sat. aqueous NaHCO3 solution were added. Extraction with EtOAc, washing of the combined organic layers with water and drying over MgSO4 provided the crude product which was purified by HPLC (24 mg, 19%). ESI-MS [M+H]+=395.2.

来源