Hydrochloric Acid → HCID 66728863, compound

HRID 518754Notes

Reaction equation

HRID 518754 reaction equation
[OH:1][C:2]([C:5]1[N:9]2[CH2:10][CH2:11][N:12](C(OC(C)(C)C)=O)[CH2:13][C:8]2=[N:7][N:6]=1)([CH3:4])[CH3:3].[ClH:21].C(OCC)C.O1CCOCC1>C(Cl)Cl>[ClH:21].[ClH:21].[N:7]1[N:6]=[C:5]([C:2]([OH:1])([CH3:3])[CH3:4])[N:9]2[CH2:10][CH2:11][NH:12][CH2:13][C:8]=12

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 3283Diethyl EtherHCID 312751,4-DioxaneHCID 66728913HCID 66728913, compound

Product 1

HCID 66728863HCID 66728863, compoundYield 103%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-(2-hydroxypropan-2-yl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (0.40 g, 1.417 mmol) in DCM (10 mL) at 0° C., was added 2 M HCl in diethyl ether (3.54 mL, 7.08 mmol) dropwise. The reaction was stirred overnight at RT. After 16 hours, the white precipitate was collected by vacuum filtration, washed with ether, and dried in vacuo. The residue was resuspended in 1,4-dioxane (10 mL) and 4 M HCl in dioxane (1.78 mL, 7.08 mmol) was added. The mixture was heated to 60° C. and stirred vigorously overnight. After 16 hours, the suspension was concentrated to a white powder and dried in vacuo to generate 2-(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)propan-2-ol dihydrochloride (0.373 g, 103% yield).

Workup

  1. waitAfter 16 hours
  2. filtrationthe white precipitate was collected by vacuum filtration
  3. washwashed with ether
  4. customdried in vacuo
  5. temperatureThe mixture was heated to 60° C.
  6. stirringstirred vigorously overnight
  7. waitAfter 16 hours
  8. concentrationthe suspension was concentrated to a white powder
  9. customdried in vacuo

Sources & evidence

ORD record
ord-092f5a119f1a4a189eba3897876bc20a
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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