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HRID2251962

反应详情

EQUATION

反应方程式

HRID 2251962 的结构方程式

REACTANTS

反应物

3
结构：C#C[Si](C)(C)C
HCID66111

Trimethylsilylacetylene

C5H10Si

结构：CCN(C(C)C)C(C)C
HCID81531

Diisopropylethylamine

C8H19N

结构：Brc1ccncc1.Cl
HCID88100

Pyridine, 4-bromo-, hydrochloride

C5H5BrClN

PRODUCTS

生成物

1
结构：C[Si](C)(C)C#Cc1ccncc1
HCID10773600

4-[(Trimethylsilyl)ethynyl]pyridine

C10H13NSi

AUXILIARIES

试剂、催化剂与溶剂

4
结构：[Cu][I]
催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

结构：Cl[Pd](Cl)([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1
催化剂HCID178418476

未命名化合物

结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

Heat a mixture of 4-bromopyridine hydrochloride (1.0 eq), ethynyl-trimethyl-silane (2.0 eq), PdCl2(PPh3)2 (0.1 eq), CuI (0.2 eq) and diisopropyl ethyl amine (10 eq) in DMF at 70° C. for 18 hours. Dilute with methylene chloride, and wash with water. Dry over MgSO4, filter and concentrate in vacuo. Purify the residue by flash chromatography on silica gel to give the title compound. MS (IS) 176.0 (M+1); TLC (20% ether in hexanes): Rf=0.1.

WORKUP

后处理

  1. temperatureHeat
  2. washwash with water
  3. dry with materialDry over MgSO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo
  6. customPurify the residue by flash chromatography on silica gel