Ethyl Acetate → HCID 67096909, compound

HRID 2079160Notes

Reaction equation

HRID 2079160 reaction equation
F[B-](F)(F)F.[CH3:6][O:7][C:8]1[C:13]2[O:14][CH2:15][CH2:16][CH2:17][O:18][C:12]=2[CH:11]=[C:10]([CH:19]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[N:34]=[C:33]([CH3:35])[O:32][N:31]=3)=[CH:26][CH:25]=2)[C:20]([NH2:22])=[S:21])[CH:9]=1.[C:36](=O)([O-])O.[Na+].C(OCC)(=O)C>C(#N)C>[CH3:36][S:21][C:20](=[NH:22])[CH:19]([C:10]1[CH:9]=[C:8]([O:7][CH3:6])[C:13]2[O:14][CH2:15][CH2:16][CH2:17][O:18][C:12]=2[CH:11]=1)[NH:23][C:24]1[CH:25]=[CH:26][C:27]([C:30]2[N:34]=[C:33]([CH3:35])[O:32][N:31]=2)=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 26255TetrafluoroborateHCID 516892Sodium BicarbonateHCID 59516855HCID 59516855, compound

Product 1

HCID 67096909HCID 67096909, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

After adding 1.63 g of Me3O+BF4− to a solution of 4.7 g of 2-(9-methoxy-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]thioacetamide in 50 ml of acetonitrile, the mixture was stirred at room temperature. Saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off, and the filtrate was concentrated under reduced pressure to give 2-(9-methoxy-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]thioacetimidic acid methyl ester.

Workup

  1. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  2. filtrationThe desiccating agent was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2314158e7faf4037b100e0edf373064f
Source dataset
uspto-grants-2011_04
Patent number
US07928228B2

Reaction notes

Loading…