Dimethylformamide → 6-fluoro-1H-indole-7-carbonitrile

HRID 1512838ノート

反応式

HRID 1512838 の反応式
Br[C:2]1[C:3]([F:11])=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2.[CH3:12][N:13](C=O)C>[C-]#N.[C-]#N.[Zn+2]>[F:11][C:3]1[C:2]([C:12]#[N:13])=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 6228DimethylformamideHCID 269860207-Bromo-6-fluoro-1H-indole

生成物 1

HCID 591461546-fluoro-1H-indole-7-carbonitrile

試薬・触媒・溶媒 1

HCID 11186Zinc cyanide (Zn(CN)2)触媒

実験手順

To a solution of 7-bromo-6-fluoro-1H-indole (D140) (1.0 g) in DMF (15 ml) were added Zn(CN)2 (2.2 g) and then Pd(PPh3)4 (1.1 g) in a microwave tube, then N2 atmosphere was bubbled in. The sealed vial was irradiated in the microwave at 150° C. for 2 hours. After cooling, DCM (80 mL) was added to the resulting mixture which was filtered and the filtrate was concentrated. The crude product was purified by column chromatography to afford 6-fluoro-1H-indole-7-carbonitrile (D141) (0.5 g) as a white solid.

後処理

  1. customPd(PPh3)4 (1.1 g) in a microwave tube, then N2 atmosphere was bubbled in
  2. customThe sealed vial was irradiated in the microwave at 150° C. for 2 hours
  3. temperatureAfter cooling
  4. additionDCM (80 mL) was added to the resulting mixture which
  5. filtrationwas filtered
  6. concentrationthe filtrate was concentrated
  7. customThe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-247d7a7e8a1941ce8b8595bbc887034c
出典データセット
uspto-grants-2012_07
特許番号
US08217028B2

反応ノート

読み込み中…