Water → HCID 9901752, compound

HRID 1593994Notes

Reaction equation

HRID 1593994 reaction equation
FC(F)(F)C(O)=O.[C:8]([C:10]1[CH:23]=[CH:22][CH:21]=[CH:20][C:11]=1[C:12]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=[O:13])#[N:9].Cl[C:25]1[N:30]=[C:29]([O:31][CH3:32])[CH:28]=[CH:27][N:26]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[C:8]([C:10]1[CH:23]=[CH:22][CH:21]=[CH:20][C:11]=1[C:12]([N:14]1[CH2:15][CH2:16][N:17]([C:25]2[N:30]=[C:29]([O:31][CH3:32])[CH:28]=[CH:27][N:26]=2)[CH2:18][CH2:19]1)=[O:13])#[N:9]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 5889352-Chloro-4-methoxypyrimidineHCID 17855546HCID 17855546, compound

Product 1

HCID 9901752HCID 9901752, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1.0 g (3.04 mmol) of 1-(2-cyanobenzoyl)piperazine trifluoroacetate, 0.5 g (3.35 mmol) of 2-chloro-4-methoxypyrimidine and 1.0 g (6.68 mmol) of potassium carbonate in 20 mL of DMF is heated to 100° C. for 1 hour. The solvent is eliminated at reduced pressure and water is added. The resulting solid is filtered, washed with water and purified by chromatography over silica gel, using as eluent ethyl acetate, yielding 0.51 g (1.58 mmol) of 2-[4-(2-cyanobenzoyl)-1-piperazinyl]-4-methoxypyrimidine.

Workup

  1. additionis added
  2. filtrationThe resulting solid is filtered
  3. washwashed with water
  4. custompurified by chromatography over silica gel

Sources & evidence

ORD record
ord-367eb0bccf5e4dc480764491b192d375
Source dataset
uspto-grants-2007_11
Patent number
US07300937B2

Reaction notes

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