反应 #169674

ord-f7e798326e974114812ded31a5c65c31

反应方程式

C=CCc1ccc(OC(=O)CN)c(OC)c1
Amino-acetic acid 4-allyl-2-methoxy-phenyl ester
O=C(O)c1cccnc1
niacin
CN1CCOCC1
N-methyl morpholine
CCN=C=NCCCN(C)C.Cl
EDC.HCl
C=CCc1ccc(OC(=O)CNC(=O)c2cccnc2)c(OC)c1
product
收率 43.0%
C=CCc1ccc(OC(=O)CNC(=O)c2cccnc2)c(OC)c1
[(pyridine-3-carbonyl)-amino]-acetic acid 4-allyl-2-methoxy-phenyl ester
收率 43.0%

溶剂

反应条件

温度
25°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤washed with water (2×100 mL)
  2. 2
    干燥dried over sodium sulphate
  3. 3
    其他The crude product obtained upon evaporation of the solvent
  4. 4
    其他was purified by silica gel column chromatography

实验过程

To a solution of Amino-acetic acid 4-allyl-2-methoxy-phenyl ester (510 mg, 1.7 mmol), in DCM (20 mL) were added niacin (0.23 g, 1.9 mmol), N-methyl morpholine (0.96 mL, 8.8 mmol), EDC.HCl (0.67 g, 3.5 mmol) at ice temperature (0° C.). The mixture was allowed to stir at room temperature (25° C.) over a period of 2 hrs. The resulting mixture was diluted with DCM (200 mL) washed with water (2×100 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was purified by silica gel column chromatography to obtain product as off-white solid (210 mg, 43%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08846721B2uspto-grants-2014_09