Potassium Carbonate → HCID 66756478, compound

HRID 2230483Notes

Reaction equation

HRID 2230483 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]([C:16](=[O:20])[CH2:17][O:18][CH3:19])[CH2:8][C@H:7]([NH2:21])[C:6]1=[O:22].[CH:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][C:25]=1[CH2:34]Br.C([O-])([O-])=O.[K+].[K+]>CC#N.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:23])[CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]([C:16](=[O:20])[CH2:17][O:18][CH3:19])[CH2:8][C@H:7]([N:21]=[CH:34][C:25]2[CH:26]=[CH:27][C:28]3[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH:24]=2)[C:6]1=[O:22]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 703202-BromomethylnaphthaleneHCID 59947330HCID 59947330, compound

Product 1

HCID 66756478HCID 66756478, compoundYield 55.6%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 638 (630 mg, 1.76 mmol) and 2-naphthylmethyl bromide (428 mg, 1.94 mmol) in CH3CN was added K2CO3 (608 mg, 4.4 mmol). The resulting mixture was stirred at ambient temperature. After 18 hours, the reaction mixture was diluted with CH2Cl2, washed with water then brine, dried over Na2SO4 then concentrated in vacuo. Flash chromatography (SiO2, 0 to 20% EtOAc/CH2Cl2) afforded 450 mg of 639.

Workup

  1. washwashed with water
  2. dry with materialbrine, dried over Na2SO4
  3. concentrationthen concentrated in vacuo

Sources & evidence

ORD record
ord-8331f1b971ee42e6ae6357ebf2a8c0bd
Source dataset
uspto-grants-2002_07
Patent number
US06423840B1

Reaction notes

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