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HRID2224744

反应详情

EQUATION

反应方程式

HRID 2224744 的结构方程式

REACTANTS

反应物

5
结构：Cl
HCID313

Hydrochloric Acid

ClH

结构：I
HCID24841

Hydrogen iodide

HI

结构：CC(C)(C)OCCN
HCID21914614

2-tert-Butoxyethan-1-amine

C6H15NO

结构：Nc1ccc2c(c1)[C@@H](NC(=O)c1ccc(-c3ccccc3)cc1)[C@H](O)C2
HCID44185809

未命名化合物

结构：CSC(C)N(C)CCOC(C)(C)C
HCID86607042

未命名化合物

PRODUCTS

生成物

1
结构：CC(=Nc1ccc2c(c1)[C@@H](NC(=O)c1ccc(-c3ccccc3)cc1)[C@H](O)C2)N(C)CCOC(C)(C)C
HCID58689453

未命名化合物

收率 22%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：c1ccncc1
溶剂HCID1049

Pyridine

C5H5N

PROCEDURE

实验过程

Dissolve the crude HI salt of (2-tert-butoxyethyl)methyl-(1-methylsulfanylethyl)amine (obtained using the crude HCl salt of 2-tert-butoxyethylamine, referenced in Example 9-1, using the methodology detailed in Example 6-1) (297.1 mg, 0.897 mmol) in 20 mL pyridine and add biphenyl-4-carboxylic acid (R)-(6-amino-2(R)-hydroxyindan-1-yl)amide (290.7 mg, 0.844 mmol). Allow the reaction to stir for 18 hours. Remove the solvent in vacuo and dissolve the residue in methylene chloride and wash with saturated aqueous sodium hydrogen carbonate. Dry the organic layer with magnesium sulfate. Filter and remove the solvent in vacuo to afford 248.7 mg of crude product. Purify the residue by Biotage chromatography (10% MeOH/EtOAc to 25% MeOH/EtOAc) to afford 91.7 mg of the titled product (22% yield). MS (ES): m/z 500.5 (M+H).

WORKUP

后处理

  1. customobtained
  2. customthe reaction
  3. customRemove the solvent in vacuo
  4. dissolutiondissolve the residue in methylene chloride
  5. washwash with saturated aqueous sodium hydrogen carbonate
  6. dry with materialDry the organic layer with magnesium sulfate
  7. filtrationFilter
  8. customremove the solvent in vacuo
  9. customto afford 248.7 mg of crude product
  10. customPurify the residue by Biotage chromatography (10% MeOH/EtOAc to 25% MeOH/EtOAc)