反応 #684958

ord-b9add24f19a340a0a032660f8b46dec8

反応方程式

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
COC(C)(C)OC
2,2-Dimethoxypropane
CC1(C)C2CCC1(CS(=O)(=O)O)C(=O)C2
10-camphorsulfonic acid
CN(C)C=O
dimethylformamide
CC1(C)OCC(C#Cc2ccc(Cc3nccc4ccccc34)cc2)O1
title compound
CC1(C)OCC(C#Cc2ccc(Cc3nccc4ccccc34)cc2)O1
1-{4-[2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-1-ethynyl]benzyl}-isoquinoline

反応条件

温度
75°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出the reaction mixture was extracted with ethyl acetate
  2. 2
    洗浄washed with water
  3. 3
    乾燥dried over anhydrous magnesium sulfate
  4. 4
    濃縮concentrated under reduced pressure
  5. 5
    その他The residue was purified by silica gel column chromatography

実験手順

2,2-Dimethoxypropane (0.36 ml), 10-camphorsulfonic acid (43 mg), and molecular sieves (4 Å) were added to a solution of the compound of Example B109 (34 mg) in dimethylformamide (2 ml), and this reaction mixture was stirred at 75° C. for 9 hours. After an saturated aqueous sodium carbonate solution was added, the reaction mixture was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (14 mg).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07897387B2uspto-grants-2011_03