tert-butyl 3-(bromomethyl)-6-fluoro-1H-pyrazolo[3,4-b]pyridine-1-carboxylate → HCID 178505430, compound

HRID 1952338Notes

Reaction equation

HRID 1952338 reaction equation
C([N:8]1[C:12]2=[N:13][C:14]([F:17])=[CH:15][CH:16]=[C:11]2[C:10]([CH2:18][Br:19])=[N:9]1)(OC(C)(C)C)=O>C(O)(C(F)(F)F)=O>[Br:19][CH2:18][C:10]1[C:11]2[C:12](=[N:13][C:14]([F:17])=[CH:15][CH:16]=2)[NH:8][N:9]=1

Participants

3

Reactant 1

HCID 25132591tert-butyl 3-(bromomethyl)-6-fluoro-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

Product 1

HCID 178505430HCID 178505430, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1-Boc-3-(bromomethyl)-6-fluoro-1H-pyrazolo[3,4-b]pyridine (2-1; 195 mg; 0.59 mmol) was stirred in TFA (1 mL) for approximately 30 minutes. The reaction was concentrated in vacuo to give 136 mg (99%) of the desired product as a yellow solid after pumping. The crude product was used as is in the next step.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-77bd2215d4334a35a85dee570fad03be
Source dataset
uspto-grants-2013_03
Patent number
US08404856B2

Reaction notes

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