tert-butyl 3-methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-ylcarbamate → 3-Methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-amine

HRID 1943891Notes

Reaction equation

HRID 1943891 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[C:6](=[N:7][CH:8]=[C:9]([NH:12]C(=O)OC(C)(C)C)[CH:10]=2)[N:5]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)[N:4]=1>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3]1[C:11]2[C:6](=[N:7][CH:8]=[C:9]([NH2:12])[CH:10]=2)[N:5]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)[N:4]=1

Participants

3

Reactant 1

HCID 67089104tert-butyl 3-methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-ylcarbamate

Product 1

HCID 670888713-Methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-amine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl 3-methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-ylcarbamate (0.0159 g, 0.0414 mmol) was dissolved in trifluoroacetic acid (2.0 mL) and stirred at room temperature for 1 hour. The reaction mixture was concentrated to provide 3-methoxy-1 (4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-amine, which was used directly in the next step.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-4ee88d0dd2594be99c8c329bcb7208e5
Source dataset
uspto-grants-2013_03
Patent number
US08394795B2

Reaction notes

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