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 1975606노트

반응식

HRID 1975606 반응식
[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]

참가 물질

5

반응물 3

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

생성물 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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

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-2edeee193c0b48efa5ae2a3c897b8391
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05286869

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