Sodium Azide → 3-(2-azidoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrile

HRID 1918626ノート

反応式

HRID 1918626 の反応式
Br[CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]#[N:14])[CH:11]=2)[NH:6][C:5]=1[Si:15]([CH2:20][CH3:21])([CH2:18][CH3:19])[CH2:16][CH3:17].[N-:22]=[N+:23]=[N-:24].[Na+]>CN(C=O)C>[N:22]([CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]#[N:14])[CH:11]=2)[NH:6][C:5]=1[Si:15]([CH2:20][CH3:21])([CH2:18][CH3:19])[CH2:16][CH3:17])=[N+:23]=[N-:24]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 668319283-(2-bromoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrile

生成物 1

HCID 866638383-(2-azidoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

A mixture of 3-(2-bromoethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrile (0.906 g; 2.49 mmol) and sodium azide (0.486 g; 7.48 mmol) in DMF (7 mL) was stirred at 70° C. for 4 hours and concentrated under reduced pressure. The residue was diluted in ethyl acetate, washed with brine, dried and concentrated under reduced pressure to yield 0.900 g (quantitative) of the title compound as a brown oil.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted in ethyl acetate
  3. washwashed with brine
  4. customdried
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f5101ed3b33346a1a3a6376b2cdaf3a0
出典データセット
uspto-grants-2013_12
特許番号
US08618138B2

反応ノート

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