反应 #595358

ord-a76f2533075a49bcb780ac35c9329078

反应方程式

N#Cc1c(N)nc(S)c(C#N)c1-c1ccc(OCCO)cc1
compound
N#Cc1c(N)nc(S)c(C#N)c1-c1ccc(OCCO)cc1
2-Amino-4-[4-(2-hydroxyethoxy)phenyl]-6-mercaptopyridine-3,5-dicarbonitrile
Cc1cc(-c2nc(CCl)co2)ccc1Cl
compound
Cc1cc(-c2nc(CCl)co2)ccc1Cl
4-(Chloromethyl)-2-(4-chloro-3-methylphenyl)-1,3-oxazole
O=C([O-])O.[Na+]
sodium bicarbonate
Cc1cc(-c2nc(CSc3nc(N)c(C#N)c(-c4ccc(OCCO)cc4)c3C#N)co2)ccc1Cl
2-Amino-6-({[2-(4-chloro-3-methylphenyl)-1,3-oxazol-4-yl]methyl}thio)-4-[4-(2-hydroxyethoxy)-phenyl]pyridine-3,5-dicarbonitrile

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The mixture is then filtered
  2. 2
    其他the filtrate is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)
  3. 3
    其他After removal of the solvent
  4. 4
    其他on a rotary evaporator
  5. 5
    其他the product is obtained as a white solid

实验过程

52 mg (0.17 mmol) of the compound from Example 1A and 89 mg (0.18 mmol) of the compound from Example 28A, together with 42 mg (0.50 mmol) of sodium bicarbonate, are suspended in 1.8 ml of dry DMF. The reaction mixture is stirred at RT for 12 h. The mixture is then filtered and the filtrate is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). After removal of the solvent on a rotary evaporator, the product is obtained as a white solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09095582B2uspto-grants-2015_08