Amlodipine → 4-(2-Chlorophenyl)-3-ethoxycarbonyl-2-[2-(imidazolidin-2-on-1-ylcarbonylamino)ethoxymethyl]-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

HRID 280571

反応式

HRID 280571 の反応式
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[NH:7][C:8]([CH3:28])=[C:9]([C:24]([O:26][CH3:27])=[O:25])[CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[N:29]1([C:35](Cl)=[O:36])[CH2:33][CH2:32][NH:31][C:30]1=[O:34]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH:10]1[C:9]([C:24]([O:26][CH3:27])=[O:25])=[C:8]([CH3:28])[NH:7][C:6]([CH2:5][O:4][CH2:3][CH2:2][NH:1][C:35]([N:29]2[CH2:33][CH2:32][NH:31][C:30]2=[O:34])=[O:36])=[C:11]1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

5

反応物 2

HCID 2162AmlodipineHCID 832412-Oxoimidazolidine-1-carbonyl chloride

生成物 1

HCID 233208344-(2-Chlorophenyl)-3-ethoxycarbonyl-2-[2-(imidazolidin-2-on-1-ylcarbonylamino)ethoxymethyl]-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine収率 55.4%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

To a solution of 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (1.0 g) in a mixture of chloroform (dried over alumina) (20 ml) and triethylamine (2 ml) was added imidazolidin-2-on-1-yl carbonyl chloride (0.36 g) in one portion and the mixture stirred at room temperature for 18 hours. After evaporation to dryness, the resultant oil was partitioned between 5% aqueous sodium carbonate and methylene chloride. The combined organic liquors were dried (MgSO4), filtered and evaporated to give 0.7 g of a yellow oil which crystallised from diisopropyl ether on standing to give pure title compound, (0.4 g), m.p. 145° C. Found: C, 54.94; H, 5.62; N, 10.62. C24H29ClN4O7 requires C, 55.33; H, 5.61; N, 10.76%.

後処理

  1. customAfter evaporation to dryness
  2. customthe resultant oil was partitioned between 5% aqueous sodium carbonate and methylene chloride
  3. dry with materialThe combined organic liquors were dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-8d6285e2a19844b09cd01ee36e7060af
出典データセット
uspto-grants-1986_05
特許番号
US04590195

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