Amlodipine → 4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-{2-[(2-chloro-5-pyridyl)sulphonamido]ethoxymethyl}-1,4-dihydropyridine

HRID 280574

反応式

HRID 280574 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].C(N(CC)CC)C.[Cl:36][C:37]1[CH:42]=[CH:41][C:40]([S:43](Cl)(=[O:45])=[O:44])=[CH:39][N:38]=1>ClCCl>[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][S:43]([C:40]2[CH:41]=[CH:42][C:37]([Cl:36])=[N:38][CH:39]=2)(=[O:45])=[O:44])=[C:11]1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

5

反応物 3

HCID 2162AmlodipineHCID 8471TriethylamineHCID 27927922-Chloro-5-pyridinesulfonyl chloride

生成物 1

HCID 233208404-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-{2-[(2-chloro-5-pyridyl)sulphonamido]ethoxymethyl}-1,4-dihydropyridine収率 54.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (409 mg) and triethylamine (202 mg) in dry dichloromethane (20 ml) was stirred under nitrogen and cooled in an ice-bath while a solution of 2-chloro-5-pyridinesulphonyl chloride (212 mg) in dry dichloromethane (10 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature and stirring continued for a further 3 hours. The solvent was evaporated and the residue chromatographed on silica, eluting with dichloromethane. Appropriate fractions were combined and evaporated and the residue recrystallised from ethyl acetate to give the title compound (320 mg), m.p. 140°-140.5° C. Found: C, 51,27; H, 4.63; N, 7.25. C25H27Cl2N3O7 requires C, 51.37; H, 4.66; N, 7.19%.

後処理

  1. additionwas added dropwise
  2. customThe solvent was evaporated
  3. customthe residue chromatographed on silica
  4. washeluting with dichloromethane
  5. customevaporated
  6. customthe residue recrystallised from ethyl acetate

出典と根拠

ORDレコード
ord-5c341f7cd88d44d39d32fefb43089a7a
出典データセット
uspto-grants-1986_05
特許番号
US04590195

関連ノート

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