Phenyl glycidyl ether → Diethyl 2-ethyl-4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 4667

反応式

HRID 4667 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[CH:16]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([CH3:27])[NH:19][C:18]([CH2:28][CH3:29])=[C:17]1[C:30]([O:32][CH2:33][CH3:34])=[O:31].[C:35]1([O:41][CH2:42][CH:43]2[O:45][CH2:44]2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CO>[CH2:28]([C:18]1[NH:19][C:20]([CH3:27])=[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:16]([C:8]2[CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][CH2:44][CH:43]([OH:45])[CH2:42][O:41][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:17]=1[C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH3:29]

参加物

4

反応物 2

HCID 31217Phenyl glycidyl etherHCID 14050495Diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2-ethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

生成物 1

HCID 14050483Diethyl 2-ethyl-4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate収率 20.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In 46 ml of methanol were dissolved 4.62 g of diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2-ethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate and 1.46 g of glycidyl phenyl ether, and the solution formed was refluxed under heating for 15 hours. After cooling the reaction solution, the solution was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and the product was eluted with chloroform-methanol (95:5 v/v). Crude crystals were recrystallized from ethanol to give 1.22 g of diethyl 2-ethyl-4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate.

後処理

  1. customthe solution formed
  2. temperaturewas refluxed
  3. temperatureunder heating for 15 hours
  4. temperatureAfter cooling the reaction solution
  5. concentrationthe solution was concentrated under reduced pressure
  6. washthe product was eluted with chloroform-methanol (95:5 v/v)
  7. customCrude crystals were recrystallized from ethanol

出典と根拠

ORDレコード
ord-2f3c02f79686496e8840329c81d3621d
出典データセット
uspto-grants-1988_02
特許番号
US04727082

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