8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone → HCID 23342075、化合物

HRID 27779

反応式

HRID 27779 の反応式
[OH:1][CH:2]([C:10]1[CH:19]=[CH:18][C:17]([OH:20])=[C:16]2[C:11]=1[CH:12]=[CH:13][C:14](=[O:21])[NH:15]2)[CH:3]([NH:6][CH:7]([CH3:9])[CH3:8])[CH2:4][CH3:5].C[O-:23].[Na+].N1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=CC1=O>CO>[CH:30]1([C:29]([O:20][C:17]2[CH:18]=[CH:19][C:10]([CH:2]([OH:1])[CH:3]([NH:6][CH:7]([CH3:9])[CH3:8])[CH2:4][CH3:5])=[C:11]3[C:16]=2[NH:15][C:14](=[O:21])[CH:13]=[CH:12]3)=[O:23])[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1

参加物

5

反応物 3

HCID 49168-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinoneHCID 60382-HydroxyquinolineHCID 10942334Sodium Methoxide

生成物 1

HCID 23342075HCID 23342075、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

5.8 g of 5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxycarbostyril was dissolved in 100 ml of methanol, and a methanolic solution of 10% sodium methylate was added to the resulting solution in an equimolar amount relative to the starting carbostyril compound. The mixture was concentrated to dryness and the resulting residue was dissolved in 100 ml of dimethylformamide. 2.9 g of cyclohexanecarboxylic acid chloride was then added while cooling with ice-water and the mixture was stirred for one hour at a temperature of 0° C. The precipitate formed was separated by filtration and washed successively with dimethylformamide and diethyl ether to obtain 4.0 g of 8-cyclohexylcarbonyloxy-5-(1-hydroxy-2-isopropylaminobutyl)carbostyril having a melting point of 186.5°-187.5° C. (after recrystallization from chloroform-diethyl ether).

後処理

  1. concentrationThe mixture was concentrated to dryness
  2. dissolutionthe resulting residue was dissolved in 100 ml of dimethylformamide
  3. addition2.9 g of cyclohexanecarboxylic acid chloride was then added
  4. temperaturewhile cooling with ice-water
  5. customThe precipitate formed
  6. customwas separated by filtration
  7. washwashed successively with dimethylformamide and diethyl ether

出典と根拠

ORDレコード
ord-f3590321f0f643f4a964e0c3575330c3
出典データセット
uspto-grants-1980_09
特許番号
US04223137

関連ノート

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