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Isobutyryl chloride → N-(2-{[4-amino-2-(ethoxymethyl)-1-propyl-1H-imidazo[4,5-c]quinolin-8-yl]oxy}ethyl)-2-methylpropanamide hydrochloride

HRID 2203497
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HRID 2203497 반응식
[C:1]([Cl:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].[NH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:18]2[N:17]=[C:16]([NH2:21])[C:15]3[N:22]=[C:23]([CH2:28][O:29][CH2:30][CH3:31])[N:24]([CH2:25][CH2:26][CH3:27])[C:14]=3[C:13]=2[CH:12]=1>ClCCl>[ClH:6].[NH2:21][C:16]1[C:15]2[N:22]=[C:23]([CH2:28][O:29][CH2:30][CH3:31])[N:24]([CH2:25][CH2:26][CH3:27])[C:14]=2[C:13]2[CH:12]=[C:11]([O:10][CH2:9][CH2:8][NH:7][C:1](=[O:5])[CH:2]([CH3:4])[CH3:3])[CH:20]=[CH:19][C:18]=2[N:17]=1
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참가 물질

4

반응물 2

HCID 62325Isobutyryl chlorideHCID 588336918-(2-aminoethoxy)-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-4-amine

생성물 1

HCID 68970600N-(2-{[4-amino-2-(ethoxymethyl)-1-propyl-1H-imidazo[4,5-c]quinolin-8-yl]oxy}ethyl)-2-methylpropanamide hydrochloride수율 77.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Isobutyryl chloride (0.160 mL, 1.53 mmol) was added dropwise to a solution of 8-(2-aminoethoxy)-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-4-amine (0.500 g, 1.46 mmol) in dichloromethane (10 mL), and the reaction was stirred for 16 hours. A precipitate formed, and dichloromethane (10 mL) was added. The precipitate was isolated by filtration, washed with dichloromethane (20 mL) and diethyl ether (75 mL), and dried for one hour under reduced pressure to provide 0.511 g of N-(2-{[4-amino-2-(ethoxymethyl)-1-propyl-1H-imidazo[4,5-c]quinolin-8-yl]oxy}ethyl)-2-methylpropanamide hydrochloride as an off-white solid, mp 240-242° C.

후처리

  1. customA precipitate formed
  2. customThe precipitate was isolated by filtration
  3. washwashed with dichloromethane (20 mL) and diethyl ether (75 mL)
  4. customdried for one hour under reduced pressure

출처 및 근거

ORD 기록
ord-f9ae121237ee49c7abca435b0dfdb715
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365567B2

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