反応 #1265384

ord-6710f12b1d22473e94999cf709534aa9

反応方程式

Cc1cc(C)cc(Nc2nccc(-c3nc(C=O)cs3)n2)c1
aldehyde
Cc1cc(C)cc(Nc2nccc(-c3nc(C=O)cs3)n2)c1
2-[2-(3,5-Dimethyl-phenylamino)-pyrimidin-4-yl]-thiazole-4-carbaldehyde
C1CCOC1
THF
II
iodine
N.O
ammonia water
Cl
HCl
Cc1cc(C)cc(Nc2nccc(-c3nc(C#N)cs3)n2)c1
2-[2-(3,5-Dimethyl-phenylamino)-pyrimidin-4-yl]-thiazole-4-carbonitrile

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with ether
  2. 2
    濃縮Concentrated in vacuo
  3. 3
    その他to give 20 mg (59%) of pure 10

実験手順

To a stirring solution of the crude aldehyde 9a (35 mg, 0.11 mmol) in 1 mL of ammonia water 28% solution and 0.1 mL of THF at rt was added iodine (32 mg, 0.12 mmol). The dark solution became colorless after 1 h of stirring. The reaction mixture was neutralized with 0.5 mL of a 1M aqueous solution of HCl and extracted with ether. Concentrated in vacuo and passed through a short pad of silica gel (30% ethyl acetate/70% hexanes) to give 20 mg (59%) of pure 10.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07276502B2uspto-grants-2007_10