Hydrochloric Acid → (S)-1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-amine

HRID 1755238Notes

Reaction equation

HRID 1755238 reaction equation
[N:1]1[N:5]2[CH:6]=[CH:7][N:8]=[C:9]([N:10]3[CH2:14][CH2:13][C@H:12]([NH:15]C(=O)OC(C)(C)C)[CH2:11]3)[C:4]2=[CH:3][CH:2]=1.Cl>O1CCOCC1>[N:1]1[N:5]2[CH:6]=[CH:7][N:8]=[C:9]([N:10]3[CH2:14][CH2:13][C@H:12]([NH2:15])[CH2:11]3)[C:4]2=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 75204198(S)-tert-butyl (1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-yl)carbamate

Product 1

HCID 75204199(S)-1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-amineYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

To a solution of (S)-tert-butyl (1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-yl)carbamate (0.74 g, 2.4 mmol, 1 eq) in 3 mL of dioxane was added a solution of 4.0 M HCl in dioxane (3 mL, 20 mmol, 4 eq). After heating for 3 h at 60° C., the mixture was concentrated to afford (S)-1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-amine (0.670 g, 2.4 mmol, 100%).

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-8150d10c117e437887bc5b622b2ca08e
Source dataset
uspto-grants-2015_10
Patent number
US09169261B2

Reaction notes

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