3-Butenylbenzene → 1-(2-methylpropyl)-8-(4-phenylbut-1-enyl)-1H-imidazo[4,5-c]quinolin-4-amine

HRID 9451

반응식

HRID 9451 반응식
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[C:7]([NH2:12])[C:6]3[N:13]=[CH:14][N:15]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:5]=3[C:4]=2[CH:3]=1.[C:20]1([CH2:26][CH2:27][CH:28]=[CH2:29])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:18][CH:17]([CH3:19])[CH2:16][N:15]1[C:5]2[C:4]3[CH:3]=[C:2]([CH:29]=[CH:28][CH2:27][CH2:26][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([NH2:12])[C:6]=2[N:13]=[CH:14]1

참가 물질

3

반응물 2

HCID 130333-ButenylbenzeneHCID 111745978-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

생성물 1

HCID 688180891-(2-methylpropyl)-8-(4-phenylbut-1-enyl)-1H-imidazo[4,5-c]quinolin-4-amine수율 51.7%

실험 절차

8-Bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine (3.0 g, 9.4 mmol) was treated with 4-phenyl butene (4.2 mL, 28.2 mmol) according to the method described in Part B of Example 425. The reaction was heated overnight. Following chromatographic purification (eluting with 95:5 chloroform:methanol), 1.8 g of 1-(2-methylpropyl)-8-(4-phenylbut-1-enyl)-1H-imidazo[4,5-c]quinolin-4-amine were obtained as an off-white solid.

후처리

  1. temperatureThe reaction was heated overnight
  2. custompurification (eluting with 95:5 chloroform:methanol)

출처 및 근거

ORD 기록
ord-8018ff66f1b14643aeb0cf875f55bc8b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091214B2

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