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 1975595노트

반응식

HRID 1975595 반응식
[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]

참가 물질

5

반응물 3

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

생성물 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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d8df66f006d143149ae869ca5ccbf6ac
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05286869

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