Acetic Acid → 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide

HRID 2120570Notes

Reaction equation

HRID 2120570 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14](=[NH:17])OC)=[N:6]1.C(O)(=O)C.[Cl-].[NH4+:27]>CO>[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]([NH2:27])=[NH:17])=[N:6]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 25517Ammonium ChlorideHCID 11243078Methyl 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbiMidate

Product 1

HCID 114039861-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The solution of methyl (2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidate obtained from Example 3E) in methanol is treated with 33.76 g (32.19 ml, 562 mmol) of glacial acetic acid and 9.28 g (173 mmol) of ammonium chloride and stirred overnight under reflux. The solvent is evaporated in vacuo, the residue is triturated well with acetone and the deposited solid is filtered off with suction.

Workup

  1. temperatureunder reflux
  2. customThe solvent is evaporated in vacuo
  3. customthe residue is triturated well with acetone
  4. filtrationthe deposited solid is filtered off with suction

Sources & evidence

ORD record
ord-9352ae7460b740d7a8182ced24f69f89
Source dataset
uspto-grants-2004_02
Patent number
US06693102B2

Reaction notes

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