Sodium Carbonate → HCID 57474985, compound

HRID 1798437Notes

Reaction equation

HRID 1798437 reaction equation
[N:1]1([C:7]2[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:19][C:20]([C:22]12[CH2:31][CH:26]3[CH2:27][CH:28]([CH2:30][CH:24]([CH2:25]3)[CH2:23]1)[CH2:29]2)=[O:21].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[C:22]12([C:20](=[O:21])[CH2:19][N:4]3[CH2:3][CH2:2][N:1]([C:7]4[CH:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][CH:17]=4)[CH2:6][CH2:5]3)[CH2:29][CH:28]3[CH2:27][CH:26]([CH2:25][CH:24]([CH2:30]3)[CH2:23]1)[CH2:31]2

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 197820Bromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketoneHCID 2761178Ethyl 4-(piperazin-1-yl)benzoate

Product 1

HCID 57474985HCID 57474985, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Ethyl 4-(piperazin-1-yl)benzoate (100 mg), 1-admantyl bromomethyl ketone (110 mg) and sodium carbonate (46 mg) were suspended in anhydrous acetonitrile (2 mL). The reaction mixture was stirred at room temperature overnight. The reaction was quenched with saturated NaHCO3 aqueous solution, and extracted with ethyl acetate. The organic phase was washed with water, brine, dried over Na2SO4, filtered and concentrated to afford the title compound

Workup

  1. customThe reaction was quenched with saturated NaHCO3 aqueous solution
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water, brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-718835b3f21f45e1b9dd0b363df08249
Source dataset
uspto-grants-2013_01
Patent number
US08343967B2

Reaction notes

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