Potassium Carbonate → 4-(4-Diphenylmethylpiperazino)-2-(4-methoxyphenyl)-6-methylpyrimidine

HRID 1082086Notes

Reaction equation

HRID 1082086 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:3]=1.[C:17]1([CH:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:30]1([CH:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:24]2[CH2:25][CH2:26][N:27]([C:2]3[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]4[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=4)[N:3]=3)[CH2:28][CH2:29]2)[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70048BenzhydrylpiperazineHCID 153834554-Chloro-2-(4-methoxyphenyl)-6-methylpyrimidine

Product 1

HCID 153834474-(4-Diphenylmethylpiperazino)-2-(4-methoxyphenyl)-6-methylpyrimidineYield 97.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.17 g of 4-chloro-2-(4-methoxyphenyl)-6-methylpyrimidine and 1.38 g of 1-diphenylmethylpiperazine were dissolved in 20 ml of N,N-dimethylformamide. After the addition of 1 g of potassium carbonate, the mixture was stirred for 6 hours at 80° to 85° C. The reaction mixture was poured into ice-water, then the resulting crystals were filtered off, washed with water and dried. Whereby 2.2 g of crystals were obtained. 1.85 g of the crystals were obtained by recrystallizing with ethanol. Melting point is 147° to 149° C.

Workup

  1. filtrationthe resulting crystals were filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-a1a489d3066c44aebb3332e2c128a5ba
Source dataset
uspto-grants-1996_12
Patent number
US05589477

Reaction notes

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