Potassium Carbonate → HCID 57849481, compound

HRID 737089Notes

Reaction equation

HRID 737089 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.C(O)(=O)C(O)=O.[N:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]2[O:27][CH2:26][CH2:25][NH:24][CH2:23]2)[CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:24]2[CH2:25][CH2:26][O:27][CH:22]([C:18]3[CH:17]=[N:16][CH:21]=[CH:20][CH:19]=3)[CH2:23]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromideHCID 17749807Oxalic acid--2-(pyridin-3-yl)morpholine (1/1)

Product 1

HCID 57849481HCID 57849481, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.632 g of 4-Bromobenzyl bromide and 3.819 g of 2-Pyridin-3-yl morpholine oxalate (Array) in 50 mL of acetonitrile were stirred at room temperature and 6.229 g of potassium carbonate was added. The reaction was stirred at room temperature overnight. The solution was filtered through Celite and concentrated in vacuo to afford a brown solid. Purification is done by flash chromatography to afford product. Wt: 211 mg; 16% yield. ES MS m/z 334

Workup

  1. filtrationThe solution was filtered through Celite
  2. concentrationconcentrated in vacuo
  3. customto afford a brown solid
  4. customPurification
  5. customto afford product

Sources & evidence

ORD record
ord-b3ee66b9b73a482bb6aefd23278c263b
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

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