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HRID1478608

反应详情

EQUATION

反应方程式

HRID 1478608 反应方程式

REACTANTS

反应物

3
Potassium Carbonate 分子结构式
HCID11430

Potassium Carbonate

CK2O3

1-Methyl-4-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}piperazine 分子结构式
HCID46739039

1-Methyl-4-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}piperazine

C18H29BN2O2

HCID 118364803 分子结构式
HCID118364803

未命名化合物

PRODUCTS

产物

1
HCID 73504719 分子结构式
HCID73504719

未命名化合物

收率 71%

AUXILIARIES

试剂、催化剂与溶剂

3
Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) 分子结构式
催化剂HCID178418228

Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)

C34H28Cl2FeP2Pd

Water 分子结构式
溶剂HCID962

Water

H2O

1,4-Dioxane 分子结构式
溶剂HCID31275

1,4-Dioxane

C4H8O2

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

(S)-1-((1-(5-bromopyrimidin-2-yl)piperidin-3-yl)methyl)-6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazine (250 mg, 0.55 mmol), 1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzyl)piperazine (210 mg, 0.66 mmol), Pd(dppf)2Cl2 (23 mg, 0.027 mmol), and K2CO3 (228 mg, 1.65 mmol) were dissolved in dioxane (6 ml)+H2O (1.5 ml), and then degassed with N2 (gas), followed by stirring at 80° C. for hours. After the completion of the reaction, the reaction mixture was extracted with H2O, EA, and brine, followed by drying (Na2SO4), filtration, and concentration under reduced pressure, and the residue was purified by column chromatography (MeOH:MC=1:10), to give (S)-2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)-4-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidin-2-yl)morpholine (210 mg, 71%).

WORKUP

后处理

  1. customdegassed with N2 (gas)
  2. customAfter the completion of the reaction
  3. extractionthe reaction mixture was extracted with H2O, EA, and brine
  4. customby drying
  5. filtration(Na2SO4), filtration, and concentration under reduced pressure
  6. customthe residue was purified by column chromatography (MeOH:MC=1:10)