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HRID469472

反应详情

EQUATION

反应方程式

HRID 469472 的结构方程式

REACTANTS

反应物

3
结构：O=C(CCl)c1cccs1
HCID2757925

2-Chloro-1-(thiophen-2-yl)ethan-1-one

C6H5ClOS

结构：CO.ClCCl
HCID21226129

未命名化合物

结构：O=C(O[C@H]1CN2CCC1CC2)C(Nc1ccccc1)c1cccc2ccsc12
HCID58557003

未命名化合物

PRODUCTS

生成物

1
结构：O=C(C[N+]12CCC(CC1)[C@@H](OC(=O)C(Nc1ccccc1)c1cccc3ccsc13)C2)c1cccs1.[Cl-]
HCID86660328

未命名化合物

收率 16%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC#N
溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

2-Chloro-1-(thiophen-2-yl)ethanone (36.8 mg, 0.23 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(benzo[b]thiophen-7-yl)-2-(phenylamino)acetate (C27) (90 mg, 0.23 mmol) in acetonitrile (3 ml). The reaction was stirred at r.t. overnight. The solvent was removed under vacuum, and the crude product was triturated with Et2O. The compound was first purified by preparative HPLC (Eluent: CH3CN/H2O) and then by flash chromatography (DCM/MeOH=95/5) to obtain (3R)-3-(2-(benzo[b]thiophen-7-yl)-2-(phenylamino)acetoxy)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride (20 mg, 16% yield).

WORKUP

后处理

  1. customThe solvent was removed under vacuum
  2. customthe crude product was triturated with Et2O
  3. customThe compound was first purified by preparative HPLC (Eluent: CH3CN/H2O)