Hydrochloric Acid → HCID 68780272, compound

HRID 2263026Notes

Reaction equation

HRID 2263026 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:10]=[C:9]([N:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[S:8][N:7]=2)=[CH:2]1.Cl.CCCCCC>C(OCC)(=O)C>[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:10]=[C:9]([N:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[S:8][N:7]=2)=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 68778008tert-Butyl 4-[3-(3-thienyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate

Product 1

HCID 68780272HCID 68780272, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl 4-[3-(3-thienyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate (3.70 g, 10.5 mmol) in ethyl acetate (60 ml) was added a solution of 4 N hydrochloric acid in ethyl acetate (30 ml), and the mixture was stirred at room temperature for 22 hours. Hexane (200 ml) was poured to the reaction mixture, and a solid was separated by filtration. The obtained solid was dissolved in an aqueous saturated sodium hydrogen carbonate solution, followed by stirring at room temperature for 2 hours. Water was poured to the reaction mixture, and 1.86 g (70.4%) of the desired product as a solid was separated by filtration.

Workup

  1. customa solid was separated by filtration
  2. dissolutionThe obtained solid was dissolved in an aqueous saturated sodium hydrogen carbonate solution
  3. stirringby stirring at room temperature for 2 hours
  4. additionWater was poured to the reaction mixture, and 1.86 g (70.4%) of the desired product as a solid
  5. customwas separated by filtration

Sources & evidence

ORD record
ord-765a388331504de3ad5f5a179000c29a
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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