Potassium Carbonate → HCID 9825854, compound

HRID 893311Notes

Reaction equation

HRID 893311 reaction equation
Br[CH2:2][C:3]1[N:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:5](=[O:16])[C:6]2[CH:11]=[C:10]([S:12](=[O:15])(=[O:14])[NH2:13])[S:9][C:7]=2[N:8]=1.[CH2:24]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)[CH3:25].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:4]1[C:5](=[O:16])[C:6]2[CH:11]=[C:10]([S:12](=[O:15])(=[O:14])[NH2:13])[S:9][C:7]=2[N:8]=[C:3]1[CH2:2][N:29]1[CH2:30][CH2:31][N:26]([CH2:24][CH3:25])[CH2:27][CH2:28]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 791961-EthylpiperazineHCID 14653254HCID 14653254, compound

Product 1

HCID 9825854HCID 9825854, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 3 g of 3,4-dihydro-2-bromomethyl-3-(2-chlorophenyl)-4-oxo-6-sulfamoylthieno[2,3-d]pyrimidine were added 40 ml of dimethylformamide, 0.8 ml of 1-ethylpiperazine and 2.7 g of potassium carbonate, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured onto water, and the mixture was extracted with chloroform. The concentrated residue was purified by silica gel column chromatography, crystallized from ethyl acetate and recrystallized from ethanol to give 320 mg of the title compound, m.p. 203°-204° C. (decomposition).

Workup

  1. additionThe reaction mixture was poured onto water
  2. extractionthe mixture was extracted with chloroform
  3. customThe concentrated residue was purified by silica gel column chromatography
  4. customcrystallized from ethyl acetate
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7458783053104c00b17fd7cdb9da6ad9
Source dataset
uspto-grants-1992_06
Patent number
US05124331

Reaction notes

Loading…