Ethyl bromoacetate → HCID 66665337, compound

HRID 2276560Notes

Reaction equation

HRID 2276560 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-dd387288688e47919825efee600ef270
Source dataset
uspto-grants-2015_09
Patent number
US09132127B2

Reaction notes

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