反応 #6627

ord-733afb349588418397c28c2bf0f606c4

反応方程式

CC(C)(C)C(=O)Nc1cc2c(O)n(C#C[Si](C)(C)C)cnc-2n1
3-trimethylsilylethynyl--4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine
CCCC[N+](CCCC)(CCCC)CCCC.[F-]
tetrabutylammonium fluoride
C#Cn1cnc2nc(NC(=O)C(C)(C)C)cc-2c1O
3-ethynyl-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他to attain room temperature
  2. 2
    その他The solvent is removed under reduced pressure
  3. 3
    その他the residue purified by chromatography over silica gel

実験手順

To a solution of 1.5 g of 3-trimethylsilylethynyl--4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine in 100 mL of anhydrous tetrahydrofuran cooled to 0° C. are added under nitrogen 4.75 mL of 1M tetrabutylammonium fluoride in anhydrous tetrahydrofuran. After 5 minutes, the reaction mixture is allowed to attain room temperature and is then stirred for 2 hours. The solvent is removed under reduced pressure and the residue purified by chromatography over silica gel to yield 3-ethynyl-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05248775uspto-grants-1993_09