N-(5-Pyridin-4-yl-1H-pyrazol-3-yl)-acetamide → 3-(pyridin-4-yl)-1H-pyrazol-5-amine

HRID 491530Notes

Reaction equation

HRID 491530 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[NH:11][N:10]=[C:9]([NH:12]C(=O)C)[CH:8]=2)=[CH:3][CH:2]=1>Cl>[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[NH:11][N:10]=[C:9]([NH2:12])[CH:8]=2)=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 67527634N-(5-Pyridin-4-yl-1H-pyrazol-3-yl)-acetamide

Product 1

HCID 187693853-(pyridin-4-yl)-1H-pyrazol-5-amineYield 117.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

N-(5-Pyridin-4-yl-1H-pyrazol-3-yl)-acetamide (4.1 g, 20.3 mmol) was heated in 6N HCl (30 mL) overnight. Solution was concentrated in vacuum to afford the title compound (3.82 g , 96% yield) as a white hydrochloride salt. 1H NMR (d6-DMSO): 8.92-8.91 (2H, d), 8.43-8.42 (2H, d), 7.38-6.81 (1H, br s). FIA MS: MH+161.2, M−159.1.

Workup

  1. concentrationSolution was concentrated in vacuum

Sources & evidence

ORD record
ord-3c42695e502846a2924adf439f108a56
Source dataset
uspto-grants-2009_05
Patent number
US07531556B2

Reaction notes

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