2-{(3E)-4-[2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinolin-7-yl]but-3-enyl}-1H-isoindole-1,3(2H)-dione → 2-{4-[2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinolin-7-yl]butyl}-1H-isoindole-1,3(2H)-dione

HRID 244816

반응식

HRID 244816 반응식
[CH2:1]([O:3][CH2:4][C:5]1[N:6]([CH2:33][CH2:34][CH2:35][O:36][CH:37]([CH3:39])[CH3:38])[C:7]2[C:16]3[CH:15]=[CH:14][C:13](/[CH:17]=[CH:18]/[CH2:19][CH2:20][N:21]4[C:29](=[O:30])[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[C:22]4=[O:31])=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:32]=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][CH2:4][C:5]1[N:6]([CH2:33][CH2:34][CH2:35][O:36][CH:37]([CH3:38])[CH3:39])[C:7]2[C:16]3[CH:15]=[CH:14][C:13]([CH2:17][CH2:18][CH2:19][CH2:20][N:21]4[C:22](=[O:31])[C:23]5[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=5)[C:29]4=[O:30])=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:32]=1)[CH3:2]

참가 물질

4

반응물 1

HCID 690842002-{(3E)-4-[2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinolin-7-yl]but-3-enyl}-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 690814062-{4-[2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinolin-7-yl]butyl}-1H-isoindole-1,3(2H)-dione수율 99.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매2회

실험 절차

2-{(3E)-4-[2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinolin-7-yl]but-3-enyl}-1H-isoindole-1,3(2H)-dione (1.9 g, 3.6 mmol) was dissolved in ethanol (50 mL) and added to a Parr flask containing 10% palladium on carbon (0.3 g) wetted with ethanol. The flask was degassed three times, charged with hydrogen (50 psi) and shaken for 16 hours. The catalyst was removed by filtration through CELITE filter agent. Concentration of the filtrate under reduced pressure provided 1.9 g of 2-{4-[2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinolin-7-yl]butyl}-1H-isoindole-1,3(2H)-dione as a pale yellow oil.

후처리

  1. additionadded to a Parr flask
  2. customThe flask was degassed three times
  3. additioncharged with hydrogen (50 psi)
  4. customThe catalyst was removed by filtration through CELITE
  5. filtrationfilter agent

출처 및 근거

ORD 기록
ord-205a6d5e0f914bb3a296fb93a357eac6
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658666B2

연결된 노트

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