反应 #161416

ord-0bbbe93463ce44a8911d4cac7a6abf1f

反应方程式

O=C([O-])[O-].[K+].[K+]
potassium carbonate
Nc1cc(-c2nc3ccccc3o2)ccc1NC1CCOCC1
5-(benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline
O=CCc1ccccc1
phenylacetaldehyde
O=S([O-])OO.[K+]
oxone
c1ccc(Cc2nc3cc(-c4nc5ccccc5o4)ccc3n2C2CCOCC2)cc1
title compound
收率 42.0%
c1ccc(Cc2nc3cc(-c4nc5ccccc5o4)ccc3n2C2CCOCC2)cc1
5-(benzoxazol-2-yl)-2-benzyl-1-(tetrahydropyran-4-yl)benzimidazole
收率 42.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤this was filtered
  2. 2
    洗涤washed with water
  3. 3
    其他The crystals obtained
  4. 4
    其他were purified by silica gel column chromatography

实验过程

To a solution of 5-(benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline (see Working Example 20-2) (200 mg, 0.646 mmol) in dimethylformamide (3 mL) was added phenylacetaldehyde (101 mg, 0.840 mmol) and oxone (258 mg, 0.420 mmol), and this was stirred at room temperature for 3 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (110 mg, 42% yield) as light brown amorphous mass.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08829035B2uspto-grants-2014_09