Ammonia → HCID 19009986, compound

HRID 2254139Notes

Reaction equation

HRID 2254139 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[C:13]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:18])[CH2:14][C:15]([CH3:17])=O.[NH3:27]>CO>[CH3:17][C:15]1[NH:27][C:15]([CH3:17])=[C:14]([C:13]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=2[C:2]([F:12])([F:11])[F:1])[C:14]=1[C:13]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 142266Benzyl acetoacetate

Product 1

HCID 19009986HCID 19009986, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

In a 7% ammonia solution in methanol were dissolved 2.6 g of o-trifluoromethylbenzaldehyde and 5.8 g of benzyl acetoacetate, and the solution was stirred in a closed tube at 90° C. for 10 hours. The reaction mxiture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/dichloromethane =1/50) to obtain 6.0 g (yield: 76%) of dibenzyl 1,4-dihydro -2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridinedicarboxylate as a yellow oily substance.

Workup

  1. concentrationThe reaction mxiture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (methanol/dichloromethane =1/50)

Sources & evidence

ORD record
ord-ad4ac61aaa5d47c19307b5afa797ccb6
Source dataset
uspto-grants-1993_08
Patent number
US05234821

Reaction notes

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