4'-Fluoroacetophenone → HCID 23353093, compound

HRID 234878Notes

Reaction equation

HRID 234878 reaction equation
[OH-].[K+].[NH2:3][C:4]1[C:9]([CH:10]=O)=[CH:8][N:7]=[C:6]([CH3:12])[N:5]=1.[CH3:13][C:14]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)=O>CO>[F:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]2[CH:13]=[CH:10][C:9]3[CH:8]=[N:7][C:6]([CH3:12])=[N:5][C:4]=3[N:3]=2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 98284'-FluoroacetophenoneHCID 14797Potassium HydroxideHCID 129047264-Amino-2-methylpyrimidine-5-carbaldehyde

Product 1

HCID 23353093HCID 23353093, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

15 ml of 40% strength by weight aqueous potassium hydroxide solution were slowly added to a suspension of 30.1 g (0.22 mol) of 4-amino-5-formyl-2-methylpyrimidine and 31.7 g (0.23 mol) of 4-fluoroacetophenone in 395 ml of methanol at 20°-25° C., a homogeneous solution being formed. After the mixture had been stirred for 20 hours at about 20° C., the solid formed was isolated and was recrystallized from ethanol. Yield: 50%; mp.>200° C.

Workup

  1. customa homogeneous solution being formed
  2. customthe solid formed
  3. customwas isolated
  4. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-2ca04429d20f4a3d8462f3ae6d4cb2c2
Source dataset
uspto-grants-1997_01
Patent number
US05597776

Reaction notes

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