huagongshe.com
HRID518422

反应详情

EQUATION

反应方程式

HRID 518422 的结构方程式

REACTANTS

反应物

4
结构：CCOC(C)=O
HCID8857

Ethyl acetate

C4H8O2

结构：O=P([O-])([O-])[O-].[K+].[K+].[K+]
HCID62657

Tripotassium phosphate

K3O4P

结构：Cn1cc(B2OC(C)(C)C(C)(C)O2)cn1
HCID2773987

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

C10H17BN2O2

结构：CCOC(=O)c1cnc(Cl)nc1C
HCID21220624

Ethyl 2-chloro-4-methylpyrimidine-5-carboxylate

C8H9ClN2O2

PRODUCTS

生成物

1
结构：CCOC(=O)c1cnc(-c2cnn(C)c2)nc1C
HCID102972407

未命名化合物

收率 32%

AUXILIARIES

试剂、催化剂与溶剂

3
结构：Cl[Pd]Cl.[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1
催化剂HCID178418228

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

C34H28Cl2FeP2Pd

结构：O
溶剂HCID962

Water

H2O

结构：C1COCCO1
溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

Ethyl 2-chloro-4-methylpyrimidine-5-carboxylate (1.0 g, 5.0 mmol), 1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.24 g, 6.0 mmol), K3PO4 (3.18 mg, 15.0 mmol) and Pd(dppf)Cl2 (100 mg) in dioxane (15 mL) and H2O (3 mL) were heated at 120° C. for 18 h under N2. Silica gel chromatography (PE: EA=3:1 to 1:1) gave the title compound (72 mg, yield: 32.0%). 1H NMR (CDCl3, 400 MHz) δ 9.08 (s, 1H), 8.22 (s, 1H), 8.15 (s, 1H), 4.40 (q, J=7.2 Hz, 2H), 3.98 (s, 3H), 2.82 (s, 3H), 1.42 (t, J=7.2 Hz, 3H). LCMS: 247.1 (M+1)+.