Water → (R)-1-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-amine

HRID 1051204Notes

Reaction equation

HRID 1051204 reaction equation
[CH3:1][C:2]1([CH3:20])[O:6][C@H:5]([CH2:7][N:8]2[CH:12]=[CH:11][C:10]([NH:13]C(=O)C(C)(C)C)=[N:9]2)[CH2:4][O:3]1.O.[OH-].[Na+]>CO>[CH3:1][C:2]1([CH3:20])[O:6][C@H:5]([CH2:7][N:8]2[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]2)[CH2:4][O:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 90258498HCID 90258498, compound

Product 1

HCID 59344941(R)-1-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

N-[1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2,2-dimethyl-propionamide (1.42 g, 5 mmol) was dissolved in methanol (15 ml), and water (3 ml) was added in one portion. NaOH (1.67 g, 40 mmol) was added in one portion. The mixture was stirred at 70° C. for 40 h. HPLC indicated the conversation was 2.8%. No further workup.

Sources & evidence

ORD record
ord-f508cd2590294f33a90ac789ea575d8b
Source dataset
uspto-grants-2016_07
Patent number
US09388168B2

Reaction notes

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