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

HRID 507372

반응식

HRID 507372 반응식
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]

참가 물질

5

반응물 3

HCID 13387N-methyl-2-pyrrolidoneHCID 3602525-Bromo-N,N-DimethyltryptamineHCID 178418546HCID 178418546, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 222Ammonia용매

반응 조건

온도
200 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2d93bcf7986a4b8dbdebd94692561d1b
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786156B2

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