Potassium Carbonate → HCID 59441891, compound

HRID 1014350Notes

Reaction equation

HRID 1014350 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].I[CH2:26][CH2:27][CH3:28]>C(#N)C.ClCCl>[CH3:26][CH:27]([N:15]1[CH2:16][CH2:17][CH2:18][N:12]([C:5]2[CH:6]=[CH:7][C:8]([N+:9]([O-:11])=[O:10])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:13][CH2:14]1)[CH3:28]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 59442091HCID 59442091, compound

Product 1

HCID 59441891HCID 59441891, compoundYield 83.5%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

1-[3-(methyloxy)-4-nitrophenyl]hexahydro-1H-1,4-diazepine (580 mg, 2.3 mmol) was dissolved in acetonitrile (10 mL). Potassium carbonate (952 mg, 6.9 mmol) and 1-iodopropane (0.344 mL, 3.45 mmol) were added. Reaction was stirred at it for 60 h. At this time the reaction mixture was diluted with dichloromethane and washed with a saturated sodium bicarbonate solution, water and a saturated sodium chloride solution, dried over Na2SO4 and filtered. Solvents were removed under reduced pressure and purified by SiO2 chromatography to afford 1-(1-methylethyl)-4-[3-(methyloxy)-4-nitrophenyl]hexahydro-1H-1,4-diazepine (0.565 g, 1.92 mmol). ESIMS (M+H)+=295.

Workup

  1. customReaction
  2. washwashed with a saturated sodium bicarbonate solution, water
  3. dry with materiala saturated sodium chloride solution, dried over Na2SO4
  4. filtrationfiltered
  5. customSolvents were removed under reduced pressure
  6. custompurified by SiO2 chromatography

Sources & evidence

ORD record
ord-37fe2a88934047bd9d71059f6d4ff8a4
Source dataset
uspto-grants-2011_07
Patent number
US07981903B2

Reaction notes

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