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

HRID 1975595ノート

反応式

HRID 1975595 の反応式
[CH3:1][C:2]1[NH:3][C:4]([CH3:23])=[C:5]([C:19]([O:21][CH3:22])=[O:20])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[Cl:18])[C:7]=1[C:8](O)=[O:9].[NH:24]1[CH:28]=[CH:27][N:26]=[C:25]1[CH2:29][C:30]1[CH:35]=[CH:34][C:33](/[CH:36]=[CH:37]/[CH2:38][OH:39])=[CH:32][CH:31]=1.C1(N=C=NC2CCCCC2)CCCCC1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[NH:3][C:4]([CH3:23])=[C:5]([C:19]([O:21][CH3:22])=[O:20])[CH:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[Cl:18])[C:7]=1[C:8]([O:39][CH2:38]/[CH:37]=[CH:36]/[C:33]1[CH:34]=[CH:35][C:30]([CH2:29][C:25]2[NH:24][CH:28]=[CH:27][N:26]=2)=[CH:31][CH:32]=1)=[O:9]

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 2794058H-152/81HCID 21648924(E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-ol

生成物 1

HCID 86747585(E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl methyl 1,4-dihydro-2,6-dimethyl-4-(2,3-dichlorophenyl)pyridine-3,5-dicarboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

356 mg (1 mM) of 1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(2,3-dichlorophenyl)pyridine-3-carboxylic acid together with 215 mg (1 mM) of (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-ol, 248 mg (1.2 mM) of dicyclohexyl-carbodiimide and 134 mg (1.1 mM) of 4-N,N-dimethylamino-pyridine 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 481 mg (87%).

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-d8df66f006d143149ae869ca5ccbf6ac
出典データセット
uspto-grants-1994_02
特許番号
US05286869

反応ノート

読み込み中…