Water → HCID 68531866, compound

HRID 1907654Notes

Reaction equation

HRID 1907654 reaction equation
I[CH2:2][C:3]1[N:4]([CH3:16])[C:5](=[O:15])[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][N:10]=2)[N:8]=1.[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.[K].O>CN(C)C=O>[CH3:16][N:4]1[C:5](=[O:15])[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][N:10]=2)[N:8]=[C:3]1[CH2:2][N:21]1[C:17](=[O:27])[C:18]2[C:19](=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:20]1=[O:22]

Participants

5

Reactant 3

HCID 962WaterHCID 24194345Phthalimide potassium saltHCID 68526433HCID 68526433, compound

Product 1

HCID 68531866HCID 68531866, compoundYield 33.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 14.80 g (45.11 mmol) of 2-iodomethyl-1-methyl-1H-[4,4′]bipyrimidinyl-6-one in 30 ml of anhydrous dimethylformamide was added 16.71 g (90.21 mmol) of potassium phthalimide. The resulting mixture was stirred at 130° C. for 3 h. After cooling, water was added and the resulting mixture was stirred for 12 h at 0° C. The precipitate was filtered, heated in ethyl acetate and the precipitate was filtered. The product was dried to give 5.3 g (30%) of pure compound as a brown solid.

Workup

  1. temperatureAfter cooling
  2. stirringthe resulting mixture was stirred for 12 h at 0° C
  3. filtrationThe precipitate was filtered
  4. temperatureheated in ethyl acetate
  5. filtrationthe precipitate was filtered
  6. customThe product was dried

Sources & evidence

ORD record
ord-ef32cf400ca24100844a19c50d321757
Source dataset
uspto-grants-2013_12
Patent number
US08598175B2

Reaction notes

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