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HRID570637

反应详情

EQUATION

反应方程式

HRID 570637 的结构方程式

REACTANTS

反应物

3
结构：CCN(C(C)C)C(C)C
HCID81531

Diisopropylethylamine

C8H19N

结构：C#CCc1ccccc1
HCID575753

Benzene, (2-propynyl)-

C9H8

结构：CCCOC(=O)Cc1c2n(c3ccccc13)CC(N=[N+]=[N-])CC2
HCID59487226

未命名化合物

PRODUCTS

生成物

1
结构：CCCOC(=O)Cc1c2n(c3ccccc13)CC(n1cc(Cc3ccccc3)nn1)CC2
HCID86645391

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：[Cu][I]
催化剂HCID24350

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

CuI

结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a stirred solution of propyl (7-azido-6,7,8,9-tetrahydropyrido[1,2-α]indol-10-yl)acetate (1 eq) (Synthesis described in WO07019675 A1) and prop-2-yn-1-ylbenzene (2 eq) in tetrahydrofuran (THF) (0.1M) at room temperature was added diisopropyl ethylamine (DIPEA) (5 eq) and CuI (5 eq). The reaction mixture was stirred overnight then quenched with NH4Cl sat and extracted with ethyl acetate (EA), washed with brine, dried over Na2SO4 and evaporated. Purification by combi-flash EA/Hex 0-100% afforded the desired compound which was used directly for next step.

WORKUP

后处理

  1. customthen quenched with NH4Cl
  2. extractionextracted with ethyl acetate (EA)
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated
  6. customPurification by combi-flash EA/Hex 0-100%