Methane → (+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid

HRID 845763

反応式

HRID 845763 の反応式
[CH:1]([O:4][C:5]1[N:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]([F:35])([F:34])[F:33])[C:8]([C:16]([O:18]CC1C=CC=CC=1)=[O:17])=[C:9]([CH3:15])[NH:10]2)([CH3:3])[CH3:2].C.[H][H]>C(O)C.[Pd]>[CH:1]([O:4][C:5]1[N:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]([F:34])([F:35])[F:33])[C:8]([C:16]([OH:18])=[O:17])=[C:9]([CH3:15])[NH:10]2)([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 297MethaneHCID 13923228(+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid benzyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 13670941(+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

Three g (6.2 mMol) benzyl (±)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylate are hydrogenated at normal pressure and at ambient temperature with the use of 1.5 g 10% palladium on active charcoal in 100 ml ethanol. The take up of hydrogen is finished after 30 minutes. The catalyst is filtered off, the solvent is distilled off in a vacuum and the colorless, crystalline residue is recrystallized from diisopropyl ether/ethyl acetate. There is obtained (±)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid in the form of colorless crystals with a melting point of 164°-166° C. (decomp.).

後処理

  1. filtrationThe catalyst is filtered off
  2. distillationthe solvent is distilled off in a vacuum
  3. customthe colorless, crystalline residue is recrystallized from diisopropyl ether/ethyl acetate

出典と根拠

ORDレコード
ord-5efc75ca5ca1408cac2e15265fcb436f
出典データセット
uspto-grants-1988_07
特許番号
US04760081

関連ノート

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