Propyl 3-aminobut-2-enoate → n-Propyl 5-benzoyl-2,6-dimethyl-4-(2-methyl-4-oxo-4h-chromen-8-yl)-1,4-dihydropyridine-3-carboxylate

HRID 1669766Notes

Reaction equation

HRID 1669766 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[CH:13]=[C:14]([C:23](=O)[CH3:24])[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:16].[NH2:26]/[C:27](/[CH3:35])=[CH:28]\[C:29]([O:31][CH2:32][CH2:33][CH3:34])=[O:30]>C(O)C>[C:15]([C:14]1[CH:13]([C:5]2[CH:6]=[CH:7][CH:8]=[C:9]3[C:4]=2[O:3][C:2]([CH3:1])=[CH:11][C:10]3=[O:12])[C:28]([C:29]([O:31][CH2:32][CH2:33][CH3:34])=[O:30])=[C:27]([CH3:35])[NH:26][C:23]=1[CH3:24])(=[O:16])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 12706963Propyl 3-aminobut-2-enoateHCID 673426642-[(2-Methyl-4-oxo-4H-chromen-8-yl)methylene]-1-phenylbutane-1,3-dione

Product 1

HCID 57503332n-Propyl 5-benzoyl-2,6-dimethyl-4-(2-methyl-4-oxo-4h-chromen-8-yl)-1,4-dihydropyridine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

250 mg (0.75 mmol) of 2-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]-1-phenylbutane-1,3-dione are dissolved with 143 mg (1.0 mmol) of n-propyl 3-aminocrotonate in 5 ml of ethanol and heated under reflux under argon for 24 h. The reaction solution is purified by preparative HPLC.

Workup

  1. temperatureheated
  2. temperatureunder reflux under argon for 24 h
  3. customThe reaction solution is purified by preparative HPLC

Sources & evidence

ORD record
ord-3a14bf086b634f6ca23b1caeb961a05b
Source dataset
uspto-grants-2011_08
Patent number
US07989633B2

Reaction notes

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