N-methyl-2-pyrrolidone → Indole-5-carbonitrile, 3-(2-dimethylaminoethyl)-

HRID 507372

反応式

HRID 507372 の反応式
Br[C:2]1[CH:15]=[C:14]2[C:5]([NH:6][CH:7]=[C:8]2[CH2:9][CH2:10][N:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1.[Cu][C:17]#[N:18].CN1CCCC1=O>N>[CH3:12][N:11]([CH2:10][CH2:9][C:8]1[C:14]2[C:5](=[CH:4][CH:3]=[C:2]([C:17]#[N:18])[CH:15]=2)[NH:6][CH:7]=1)[CH3:13]

参加物

5

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 3602525-Bromo-N,N-DimethyltryptamineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 28511Indole-5-carbonitrile, 3-(2-dimethylaminoethyl)-

試薬・触媒・溶媒 1

HCID 222Ammonia溶媒

反応条件

温度
200 °C

実験手順

A flask is charged with 5-bromo-dimethyltryptamin (5.34 g, 20 mmol), copper (I)cyanide (2.69 g, 30 mmol), and N-Methylpyrrolidone (20 ml). The mixture is heated at 200° C. for 9 hours under a nitrogen atmosphere and then left stirring over night. The brown mixture is poured on water to give a brown precipitate. This is suspended in ammonia (100 ml 25% solution in water), and the mixture is stirred over night. Extraction with TBME (3*100 ml), and removal of the solvent from the dried (sodium sulfate) organic layer gives the title product as a yellow solid (properties as in Reference Example 3).

後処理

  1. waitleft
  2. additionThe brown mixture is poured on water
  3. customto give a brown precipitate
  4. stirringthe mixture is stirred over night
  5. extractionExtraction
  6. customwith TBME (3*100 ml), and removal of the solvent from the
  7. dry with materialdried (sodium sulfate) organic layer

出典と根拠

ORDレコード
ord-2d93bcf7986a4b8dbdebd94692561d1b
出典データセット
uspto-grants-2010_08
特許番号
US07786156B2

関連ノート

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