Dicyclohexylcarbodiimide → Isopropyl (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

HRID 1975606ノート

反応式

HRID 1975606 の反応式
[CH3:1][C:2]1[NH:3][C:4]([CH3:26])=[C:5]([C:20]([O:22][CH:23]([CH3:25])[CH3:24])=[O:21])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[C:7]=1[C:8]([OH:10])=[O:9].[NH:27]1[CH:31]=[CH:30][N:29]=[C:28]1[CH2:32][C:33]1[CH:38]=[CH:37][C:36](/[CH:39]=[CH:40]/[CH2:41]O)=[CH:35][CH:34]=1.C1(N=C=NC2CCCCC2)CCCCC1>C1(C)C=CC=CC=1>[CH3:26][C:4]1[NH:3][C:2]([CH3:1])=[C:7]([C:8]([O:10][CH2:41]/[CH:40]=[CH:39]/[C:36]2[CH:35]=[CH:34][C:33]([CH2:32][C:28]3[NH:29][CH:30]=[CH:31][N:27]=3)=[CH:38][CH:37]=2)=[O:9])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[C:5]=1[C:20]([O:22][CH:23]([CH3:24])[CH3:25])=[O:21]

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 10021411Nitrendipine Impurity HHCID 21648924(E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-ol

生成物 1

HCID 86747593Isopropyl (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

360 mg (1 mM) of 1,4-dihydro-2,6-dimethyl-5-isopropyloxycarbonyl-4-(3- nitrophenyl)pyridine -3carboxylic acid together with 215 mg (1 mM) of (E)-3-{4-(1-imidazolylmethyl)phenyl}-2-propen-1-ol, 248 mg (1.2 mM) of dicyclohexylcarbodiimide and 134 mg (1.1 mM) of 4-N,N-dimethylaminopyridine were dissolved in 5 ml of toluene, while heating, and refluxed for six hours. The solution was cooled to room temperature, and the crystals produced were filtered off. The filtrate was washed with water and dried over anhydrous sodium sulfate. After the solvent was distilled away, the residue was purified by chromatography on a silica gel column, whereby the captioned compound was obtained. The yield was 541 mg (97.2%).

後処理

  1. temperaturewhile heating
  2. temperaturerefluxed for six hours
  3. customthe crystals produced
  4. filtrationwere filtered off
  5. washThe filtrate was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationAfter the solvent was distilled away
  8. customthe residue was purified by chromatography on a silica gel column, whereby the captioned compound
  9. customwas obtained

出典と根拠

ORDレコード
ord-2edeee193c0b48efa5ae2a3c897b8391
出典データセット
uspto-grants-1994_02
特許番号
US05286869

反応ノート

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