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HRID1786748

反应详情

EQUATION

反应方程式

HRID 1786748 的结构方程式

REACTANTS

反应物

4
结构：CCOC(C)=O
HCID8857

Ethyl acetate

C4H8O2

结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：Clc1cc(Cl)ncn1
HCID70943

4,6-Dichloropyrimidine

C4H2Cl2N2

结构：Cc1ccc(S(=O)(=O)n2cc(B3OC(C)(C)C(C)(C)O3)c3cccnc32)cc1
HCID49758959

1-(4-Methylbenzene-1-sulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

C20H23BN2O4S

PRODUCTS

生成物

1
结构：Cc1ccc(S(=O)(=O)n2cc(-c3cc(Cl)ncn3)c3cccnc32)cc1
HCID57597828

未命名化合物

收率 33%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
催化剂HCID178418397

未命名化合物

结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A solution of boronate 4 (0.11 g, 0.276 mmol), 4,6-dichloropyrimidine (0.049 g, 0.331 mmol), catalytic Pd(PPh3)4 and excess potassium carbonate in DMF was heated in the microwave at 160° C. for 5 minutes resulting in conversion to product by TLC (20% EtOAc:hexanes). The reaction was partitioned between EtOAc/H2O, extracted, stripped down in vacuo and purified by silica column (eluent:5% EtOAc:hexanes) giving 8 (0.035 g) as a white solid in 33% yield.

WORKUP

后处理

  1. customThe reaction was partitioned between EtOAc/H2O
  2. extractionextracted
  3. custompurified by silica column (eluent:5% EtOAc:hexanes)