HCID 54439581, compound → (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl methyl 1,4-dihydro-2,6-dimethyl-4-(2-cyanophenyl)p-yridine-3,5-dicarboxylate

HRID 1975599Notes

Reaction equation

HRID 1975599 reaction equation
[NH2:1]/[C:2](/[CH3:22])=[CH:3]\[C:4]([O:6][CH2:7][CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)=[CH:12][CH:11]=1)=[O:5].[C:23]([C:25]1[CH:39]=[CH:38][CH:37]=[CH:36][C:26]=1[CH:27]=[C:28]([C:33]([CH3:35])=O)[C:29]([O:31][CH3:32])=[O:30])#[N:24]>C1(C)C=CC=CC=1>[CH3:22][C:2]1[NH:1][C:33]([CH3:35])=[C:28]([C:29]([O:31][CH3:32])=[O:30])[CH:27]([C:26]2[CH:36]=[CH:37][CH:38]=[CH:39][C:25]=2[C:23]#[N:24])[C:3]=1[C:4]([O:6][CH2:7]/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]2[NH:21][CH:20]=[CH:19][N:18]=2)=[CH:12][CH:11]=1)=[O:5]

Participants

4

Reactant 2

HCID 54439581HCID 54439581, compoundHCID 867475833-[4-(1-Imidazolylmethyl)phenyl]-2-propen-1-yl 3-aminocrotonate

Product 1

HCID 21650187(E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl methyl 1,4-dihydro-2,6-dimethyl-4-(2-cyanophenyl)p-yridine-3,5-dicarboxylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

297 mg (1 mM) of 3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-yl 3-aminocrotonate and 229 mg (1 mM) of methyl 2-(2-cyanobenzylidene)acetoacetate were dissolved in 5 ml of toluene and refluxed for six hours. After cooling, the crystals produced were filtered off and recrystallized from methanol whereby the captioned compound was obtained. The yield was 402 mg (79.1%).

Workup

  1. temperaturerefluxed for six hours
  2. temperatureAfter cooling
  3. customthe crystals produced
  4. filtrationwere filtered off
  5. customrecrystallized from methanol whereby the captioned compound
  6. customwas obtained

Sources & evidence

ORD record
ord-a2d347eb341c46aa8f7d823b55c4a32d
Source dataset
uspto-grants-1994_02
Patent number
US05286869

Reaction notes

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