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HRID1714075

反应详情

EQUATION

反应方程式

HRID 1714075 的结构方程式

REACTANTS

反应物

2
结构：BrB(Br)Br
HCID25134

Boron tribromide

BBr3

结构：COC(=O)c1ccc2c(C3CCCCC3)c3n(c2c1)CCC(=O)N(CCN(C)C)Cc1ccccc1-3
HCID68502286

未命名化合物

PRODUCTS

生成物

1
结构：CN(C)CCN1Cc2ccccc2-c2c(C3CCCCC3)c3ccc(C(=O)O)cc3n2CCC1=O
HCID11540112

未命名化合物

收率 15%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of methyl 15-cyclohexyl-6-[2-(dimethylamino)ethyl]-7-oxo-6,7,8,9-tetrahydro-5H-indolo[2,1-a][2,6]benzodiazonine-12-carboxylate in DCM (0.04 M), 7 eq BBr3 (1 M solution in DCM) were added. The solution stirred at RT for 20 mins. The solvent was evaporated in vacuo. The crude was then purified by automated prep RP-HPLC (stationary phase: column Waters XTERRA prep. C18, 5 um, 19×100 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA). Fractions containing the pure compound were combined and freeze dried to afford the title compound (15% over three steps).

WORKUP

后处理

  1. customThe solvent was evaporated in vacuo
  2. customThe crude was then purified by automated prep RP-HPLC (stationary phase: column Waters XTERRA prep. C18, 5 um, 19×100 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA)
  3. additionFractions containing the pure compound
  4. customfreeze dried