Potassium Carbonate → HCID 54574559, compound

HRID 2286495Notes

Reaction equation

HRID 2286495 reaction equation
[CH2:1]1[O:13][C:12]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][CH:8]([N:14]4[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[CH2:9]3)=[CH:4][C:3]=2[O:2]1.Cl[C:21]1[N:26]=[CH:25][CH:24]=[CH:23][N:22]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]1[O:13][C:12]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][CH:8]([N:14]4[CH2:19][CH2:18][N:17]([C:21]5[N:26]=[CH:25][CH:24]=[CH:23][N:22]=5)[CH2:16][CH2:15]4)[CH2:9]3)=[CH:4][C:3]=2[O:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 744042-ChloropyrimidineHCID 54093877HCID 54093877, compound

Product 1

HCID 54574559HCID 54574559, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2.6 g of 1-(6,7-methylenedioxy-1,2,3,4-tetrahydro-2-naphthyl) piperazine, 1.5 g of 2-chloropyrimidine and 1.4 g of potassium carbonate in 50 ml of anhydrous dimethylformamide, was heated at 130° C. for 3 hours. Then the reactional mixture was cooled, the so-formed salt was filtered out and the solvent was evaporated under reduced pressure. The so-obtained residue was taken up with 30 ml of a normal solution of methanesulphonic acid and 15 ml of chloroform. The mixture was decanted off, and the acid solution was alkalized with potassium carbonate. The base was extracted with chloroform. The solution was dried and the solvent was evaporated. There were obtained 3 g of crude product which recrystallized in 40 ml of ethanol gave 2 g of 1-(6,7-methylenedioxy-1,2,3,4-tetrahydro-2-naphthyl)-4-(2pyrimidinyl) piperazine, beige crystals melting at 134°-135° C. The corresponding monomethanesulfonate melts at 218°-225° C.

Workup

  1. temperatureThen the reactional mixture was cooled
  2. filtrationthe so-formed salt was filtered out
  3. customthe solvent was evaporated under reduced pressure
  4. customThe mixture was decanted off
  5. extractionThe base was extracted with chloroform
  6. customThe solution was dried
  7. customthe solvent was evaporated
  8. customThere were obtained 3 g of crude product which
  9. customrecrystallized in 40 ml of ethanol

Sources & evidence

ORD record
ord-1c0218099f55412f9085185e2a0d1e90
Source dataset
uspto-grants-1981_05
Patent number
US04267178

Reaction notes

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