5-[(Oxiran-2-yl)methoxy]-3,4-dihydroquinolin-2(1H)-one → 6-[4-[2-[3-(3,4-di hydrocarbostyril-5-yloxy)2-hydroxypropylamino]-2-methyl-propylamino]phenyl]-4,5-dihydro-3(2H)-pyridazinone

HRID 654076ノート

反応式

HRID 654076 の反応式
[NH2:1][C:2]([CH3:19])([CH3:18])[CH2:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)=[CH:7][CH:6]=1.[NH:20]1[C:30]2[C:25](=[C:26]([O:31][CH2:32][CH:33]3[O:35][CH2:34]3)[CH:27]=[CH:28][CH:29]=2)[CH2:24][CH2:23][C:21]1=[O:22]>C(O)(C)C>[NH:20]1[C:30]2[C:25](=[C:26]([O:31][CH2:32][CH:33]([OH:35])[CH2:34][NH:1][C:2]([CH3:19])([CH3:18])[CH2:3][NH:4][C:5]3[CH:6]=[CH:7][C:8]([C:11]4[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=4)=[CH:9][CH:10]=3)[CH:27]=[CH:28][CH:29]=2)[CH2:24][CH2:23][C:21]1=[O:22]

参加物

4

反応物 2

HCID 128994235-[(Oxiran-2-yl)methoxy]-3,4-dihydroquinolin-2(1H)-oneHCID 150205046-[4-(2-amino-2-methylpropylamino)phenyl]-4,5-dihydro-3(2H)-pyridazinone

生成物 1

HCID 197553136-[4-[2-[3-(3,4-di hydrocarbostyril-5-yloxy)2-hydroxypropylamino]-2-methyl-propylamino]phenyl]-4,5-dihydro-3(2H)-pyridazinone収率 49.9%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

3.1 g of 6-[4-(2-amino-2-methylpropylamino)-phenyl]-4,5-dihydro-3(2H)-pyridazinone obtained in Example 1, (3) and 2.2 g of 1-(3,4-dihydrocarbostyril-5-yloxy)-2,3-epoxypropane were dissolved in 30 ml of isopropyl alcohol and heated with stirring for 20 hours. After the end of the reaction, the reaction solution was concentrated under reduced pressure. The residue was separated by silica gel chromatography (chloroform-methanol=10:1). Recrystallization from dichloro-methane-isopropanol gave 2.4 g of 6-[4-[2-[3-(3,4-di hydrocarbostyril-5-yloxy)2-hydroxypropylamino]-2-methyl-propylamino]phenyl]-4,5-dihydro-3(2H)-pyridazinone.

後処理

  1. temperatureheated
  2. customAfter the end of the reaction
  3. concentrationthe reaction solution was concentrated under reduced pressure
  4. customThe residue was separated by silica gel chromatography (chloroform-methanol=10:1)
  5. customRecrystallization from dichloro-methane-isopropanol

出典と根拠

ORDレコード
ord-b2e6686860094904a0ae30aafac771eb
出典データセット
uspto-grants-1992_07
特許番号
US05130314

反応ノート

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