Hydrochloric Acid → 3-(1,2,4-Thiadiazol-5-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine

HRID 1889044Notes

Reaction equation

HRID 1889044 reaction equation
[S:1]1[C:5]([C:6]2[N:10]3[CH2:11][CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14][C:9]3=[N:8][N:7]=2)=[N:4][CH:3]=[N:2]1.Cl>>[S:1]1[C:5]([C:6]2[N:10]3[CH2:11][CH2:12][NH:13][CH2:14][C:9]3=[N:8][N:7]=2)=[N:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 665993371,1-dimethylethyl 3-(1,2,4-thiadiazol-5-yl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate

Product 1

HCID 665987953-(1,2,4-Thiadiazol-5-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine

Procedure

A mixture of 1,1-dimethylethyl 3-(1,2,4-thiadiazol-5-yl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (I114) (51.2 mg, 0.166 mmol) in HCl (3 ml, 99 mmol) was stirred at room temp for 45 mins (a solid came out of solution). The solvents were removed and the product was passed trough an SCX cartridge (elution with 2M NH3 in MeOH) to give desired product as a white solid in 34.6 mg.

Workup

  1. customThe solvents were removed
  2. washan SCX cartridge (elution with 2M NH3 in MeOH)

Sources & evidence

ORD record
ord-f459417c6b184c1482dbbb90bea767ed
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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