Ethyl Bromide → HCID 86616231, compound

HRID 1715257Notes

Reaction equation

HRID 1715257 reaction equation
[CH:1]1[N:2]=[CH:3][N:4]2[C:9]=1[CH2:8][CH2:7][NH:6][C:5]2=[O:10].[Br:11][CH2:12][CH3:13].C(#N)C>CN(C=O)C>[Br-:11].[CH2:12]([N+:2]1[CH:1]=[C:9]2[N:4]([C:5](=[O:10])[NH:6][CH2:7][CH2:8]2)[CH:3]=1)[CH3:13]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 6342AcetonitrileHCID 14875185H,6H,7H,8H-imidazo(1,5-c)pyrimidin-5-one

Product 1

HCID 86616231HCID 86616231, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
180 °C

Procedure

A suspension of 7,8-dihydroimidazo[1,5-c]pyrimidin-5(6H)-one, obtained in step I as describe above (500 mg; 3.65 mmol; 1 eq), and bromoethane (816 μl; 10.94 mmol; 3 eq) in DMF (7 ml) is divided in two equals fractions and heated under microwave irradiation at 180° C. for 20 min. The reaction mixtures are combined and acetonitrile (15 ml) is added. The resulting precipitate is filtered, washed with acetonitrile and dried under vacuum, affording the title compound that is used in the next step without further purification (118.3 mg; 13%).

Workup

  1. customobtained in step I
  2. customThe reaction mixtures
  3. filtrationThe resulting precipitate is filtered
  4. washwashed with acetonitrile
  5. customdried under vacuum

Sources & evidence

ORD record
ord-1f01aab1ff454ea1a442dcffa9b70849
Source dataset
uspto-grants-2010_09
Patent number
US07799814B2

Reaction notes

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