3-Butyl-6-propylthio-1-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidine-2,4(1H,3H)-dione → HCID 178448690, compound

HRID 373223Notes

Reaction equation

HRID 373223 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([S:12][CH2:13][CH2:14][CH3:15])[N:7]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[N:33](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:32]=[N:31][N:30]=3)=[CH:19][CH:18]=2)[C:6]1=[O:53])[CH2:2][CH2:3][CH3:4]>CO.Cl>[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([S:12][CH2:13][CH2:14][CH3:15])[N:7]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[NH:33][N:32]=[N:31][N:30]=3)=[CH:19][CH:18]=2)[C:6]1=[O:53])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 198115243-Butyl-6-propylthio-1-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 178448690HCID 178448690, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

3-Butyl-6-propylthio-1-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidine-2,4(1H,3H)-dione (0.45 g) was dissolved in a mixed solution of methanol (10 ml) and 1N hydrochloric acid (1 ml) and the solution was stirred at room temperature for 4 hours. The reaction mixture was concentrated to dryness and the resulting residue was extracted with methylene chloride-water. The organic layer was washed with water, dried, and evaporated to dryness. The resulting residue was purified by column chromatography on silica gel to give colorless amorphous powders (0.25 g, 84%).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. extractionthe resulting residue was extracted with methylene chloride-water
  3. washThe organic layer was washed with water
  4. customdried
  5. customevaporated to dryness
  6. customThe resulting residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-9e50736901774888986a8101398b966e
Source dataset
uspto-grants-1992_11
Patent number
US05162326

Reaction notes

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