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

反応式

HRID 244816 の反応式
[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]

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-205a6d5e0f914bb3a296fb93a357eac6
出典データセット
uspto-grants-2014_02
特許番号
US08658666B2

関連ノート

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