Ethyl bromoacetate → HCID 66665337, compound

HRID 406217Notes

Reaction equation

HRID 406217 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]3[CH2:13][CH2:14][CH2:15][N:16]([CH2:17][C:18]4[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=4)[C:10]3=[N:9][C:8]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40]>CC(C)=O>[C:1]1([C:7]2[N:12]=[C:11]3[CH2:13][CH2:14][CH2:15][N:16]([CH2:17][C:18]4[CH:19]=[C:20]([CH:21]=[CH:22][CH:23]=4)[O:24][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])[C:10]3=[N:9][C:8]=2[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 66666068HCID 66666068, compound

Product 1

HCID 66665337HCID 66665337, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture comprising 3-((2,3-diphenyl-7,8-dihydropyrido[3,2-b]pyrazin-5(6H)-yl)methyl)phenol (140 mg, 0.356 mmol), potassium carbonate (98 mg, 0.712 mmol) and ethyl 2-bromoacetate (119 mg, 0.712 mmol) in acetone (3 ml) was heated at reflux overnight. The suspension was cooled to room temperature and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica eluting with EtOAc/iso-hexane to afford the title compound.

Workup

  1. temperatureat reflux overnight
  2. filtrationfiltered
  3. customThe filtrate was evaporated to dryness
  4. customthe residue was purified by chromatography on silica eluting with EtOAc/iso-hexane

Sources & evidence

ORD record
ord-f205497eeca04ea5abb2094852f91b33
Source dataset
uspto-grants-2014_06
Patent number
US08754085B2

Reaction notes

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