Hydrochloric Acid → HCID 21941358, compound

HRID 1158928Notes

Reaction equation

HRID 1158928 reaction equation
Cl.CO.[N:4]1[N:8]2[CH2:9][CH2:10][NH:11][CH2:12][C:7]2=[CH:6][C:5]=1[CH2:13][OH:14].CS[C:17]1[S:18][CH2:19][CH2:20][N:21]=1>C(OCC)C>[S:18]1[CH2:19][CH2:20][N:21]=[C:17]1[N:11]1[CH2:10][CH2:9][N:8]2[N:4]=[C:5]([CH2:13][OH:14])[CH:6]=[C:7]2[CH2:12]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 883244,5-Dihydro-2-(methylthio)thiazoleHCID 21941456(4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrazin-2-yl)methanol

Product 1

HCID 21941358HCID 21941358, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Hydrogen chloride (2 mol/l) solution in diethyl ether (0.7 ml) was added to the methanol (20 ml) solution of (4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)-methanol (1.08 g) and 2-methylsulfanyl-4,5-dihydrothiazole (1.03 g). The reaction mixture was refluxed for 4 days. The mixture was quenched with small amount of saturated potassium carbonate solution, dried (MgSO4) and filtered. The filtrate was concentrated under reduced pressure. The residue was applied to silica-gel column chromatography, then the column was eluted with 10% methanol in chloroform. The titled compound was obtained as a white solid (1.49 g, 89%).

Workup

  1. temperatureThe reaction mixture was refluxed for 4 days
  2. customThe mixture was quenched with small amount of saturated potassium carbonate solution
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. washthe column was eluted with 10% methanol in chloroform

Sources & evidence

ORD record
ord-6b1b4dfa49b144cb9a4495c3d89f5606
Source dataset
uspto-grants-2010_10
Patent number
US07812014B2

Reaction notes

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