Triethylamine → 3,4-Dihydro-N-2-pyridinyl-2-(1H)-isoquinolinamine

HRID 612449노트

반응식

HRID 612449 반응식
C(N(CC)CC)C.Br[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][CH2:17]Br.[NH:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)[NH2:20]>CN(C)C=O.O.C(OCC)(=O)C>[N:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[NH:19][N:20]1[CH2:17][CH2:16][C:11]2[C:10](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:9]1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 786452-HydrazinopyridineHCID 816791Alpha-bromo-2-(2-bromoethyl)toluene

생성물 1

HCID 195952143,4-Dihydro-N-2-pyridinyl-2-(1H)-isoquinolinamine수율 65.8%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Triethylamine (10.0 ml) was added to a solution of 1-bromomethyl-2-(2-bromoethyl)benzene (10 g) and 2-hydrazinopyridine (3.9 g) in dimethylformamide (250 ml), and the mixture was stirred, under nitrogen, at ambient temperature for about 20 mins. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was triturated with ethyl acetate to afford 5.3 g (65%) of product. Recrystallization of the product from ethyl acetate gave the analytical sample, mp 116-117° C.

후처리

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customThe residue was triturated with ethyl acetate

출처 및 근거

ORD 기록
ord-5ac8838528ac4fefad4e4e667a3eca74
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06004977

반응 노트

불러오는 중…