Hydrochloric Acid → Pyridine, 2-(4-aminopyrazol-1-yl)-

HRID 1260333Notes

Reaction equation

HRID 1260333 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:9]=[N:10][N:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:12]=1)(C)(C)C.Cl.[OH-].[Na+]>O1CCOCC1>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[N:11]1[CH:12]=[C:8]([NH2:7])[CH:9]=[N:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67299900HCID 67299900, compound

Product 1

HCID 206681Pyridine, 2-(4-aminopyrazol-1-yl)-Yield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of (1-pyridin-2-yl-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester (185 mg, 0.72 mmol) in dioxane (1.85 ml) was treated with 4M HCl in dioxane (1.85 ml) and the resulting suspension was stirred at ambient temperature for 2 hours. The reaction mixture was adjusted to basic pH with sodium hydroxide (20 ml, 0.5M aqueous solution) and extracted with dichloromethane. The combined organic phases were dried and the solvent was evaporated to yield the product as light brown solid (110 mg, 96%) which was used without any further purification. MS: M=161.3 (M+H)+

Workup

  1. extractionextracted with dichloromethane
  2. customThe combined organic phases were dried
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-9fd12c0b204e4bd3b2985134fb0f058c
Source dataset
uspto-grants-2013_06
Patent number
US08470820B2

Reaction notes

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