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8-Aminoquinoline → N-[(2-Methylphenyl)(phenyl)methyl]quinolin-8-amine

HRID 41323
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인쇄 미리보기

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HRID 41323 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.Br[CH:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20]>C(N(CC)CC)C>[CH3:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 113598-AminoquinolineHCID 128754701-[Bromo(phenyl)methyl]-2-methylbenzene2회

생성물 1

HCID 58238630N-[(2-Methylphenyl)(phenyl)methyl]quinolin-8-amine

시약·촉매·용매 1

HCID 8471Triethylamine용매3회

반응 조건

온도
120 °C

실험 절차

A mixture of 4.75 g (33 mmol) of 8-aminoquinoline, 3.03 g (30 mmol) of triethylamine and 7.85 g (30 mmol) of 6 was stirred for 2 hr at 120° C. One more portion of 3.03 g of triethylamine as well as 7.85 g of 6 was added. The resulting mixture was stirred for additional 2 hr at 120° C. Next, one more portion of triethylamine and 6 were added, and the reaction mixture was stirred for 2 hr at 120° C. Finally, the product was isolated using flash chromatography on silica gel 60 (40-63 um, eluent: hexanes-ethyl acetate=20:1, vol.). Yield 2.78 g (26%).

후처리

  1. stirringThe resulting mixture was stirred for additional 2 hr at 120° C
  2. stirringthe reaction mixture was stirred for 2 hr at 120° C
  3. customFinally, the product was isolated

출처 및 근거

ORD 기록
ord-fb7dc96696914466a7ba71ba17802332
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530593B2

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