Hydrochloric Acid → HCID 58945864, compound

HRID 2267174Notes

Reaction equation

HRID 2267174 reaction equation
Cl.[CH3:2][C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:6]=[N:5][C:4]=1[N:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23](C)([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1>O1CCOCC1>[CH3:2][C:3]1[N:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:6]=[N:5][C:4]=1[N:14]1[CH2:15][CH2:16][N:17]([C:20]([O:22][CH:23]([CH3:25])[CH3:24])=[O:21])[CH2:18][CH2:19]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58945861HCID 58945861, compound

Product 1

HCID 58945864HCID 58945864, compoundYield 29.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4N hydrochloric acid solution in dioxane (3 ml) was added to 7 mg of 1-tert-butyl 4-[5-methyl-1-phenyl-1H-[1,2,3]triazol-4-yl]-piperazine-1-carboxylate followed by stirring at room temperature for 3 hours, the solvent was evaporated in vacuo therefrom, the resulting residue was dissolved in 1 ml of chloroform and, in a nitrogen atmosphere, 0.1 ml of isopropyl chloroformate and 0.2 ml of triethylamine were added thereto followed by stirring for one night at room temperature. After the solvent was evaporated in vacuo, the resulting residue was purified by a preparative thin-layer silica gel chromatography (chloroform:methanol=9:1) to give 2 mg of the title compound as a white solid.

Workup

  1. customthe solvent was evaporated in vacuo
  2. dissolutionthe resulting residue was dissolved in 1 ml of chloroform and, in a nitrogen atmosphere, 0.1 ml of isopropyl chloroformate and 0.2 ml of triethylamine
  3. additionwere added
  4. stirringby stirring for one night at room temperature
  5. customAfter the solvent was evaporated in vacuo
  6. customthe resulting residue was purified by a preparative thin-layer silica gel chromatography (chloroform:methanol=9:1)

Sources & evidence

ORD record
ord-c4f024d27a5448b58ab106a03cc98cf3
Source dataset
uspto-grants-2010_12
Patent number
US07858800B2

Reaction notes

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