HCID 67267578, compound → HCID 58938583, compound

HRID 598098Notes

Reaction equation

HRID 598098 reaction equation
[CH2:1]([N:4]([CH2:36][CH2:37][CH3:38])[CH:5]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]2[C:32]([CH3:33])=[CH:31][C:30]([CH3:34])=[CH:29][C:28]=2[CH3:35])[N:22]=1)[CH:6]([CH:10]([C:16]([O:18]CC)=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12])OCC)[CH2:2][CH3:3]>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[CH2:1]([N:4]([CH2:36][CH2:37][CH3:38])[C:5]1[CH:6]=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:16](=[O:18])[N:22]2[C:21]=1[CH:26]=[CH:25][CH:24]=[C:23]2[C:27]1[C:32]([CH3:33])=[CH:31][C:30]([CH3:34])=[CH:29][C:28]=1[CH3:35])[CH2:2][CH3:3]

Participants

3

Reactant 1

HCID 67267578HCID 67267578, compound

Product 1

HCID 58938583HCID 58938583, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Procedure

Diethyl [2-(dipropylamino)-1-ethoxy-2-(6-mesitylpyridin-2-yl)ethyl]malonate (0.65 g, 1.35 mmol), was dissolved in 5 mL of Dowtherm A (1:2 biphenyl:phenyl ether). The solution was placed in a pre-heated oil bath at 220° C. The reaction stirred at this temperature for 20 minutes. The solution was cooled and flash chromatographed (15%-35% ethyl acetate/hexanes) to give 0.28 g (48% yield) of an orange solid.

Workup

  1. customThe solution was placed in a pre-heated oil bath at 220° C
  2. temperatureThe solution was cooled
  3. customflash chromatographed (15%-35% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-ed064e67ebf24dd28d2a85ba47150f3c
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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