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

HRID 1591660Notes

Reaction equation

HRID 1591660 reaction equation
C(O)(=O)C.[Cl-].[NH4+:6].C[C:8]1[CH:13]=[CH:12][N:11]=[C:10]2[N:14]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[N:15]=[C:16]([C:17](=[NH:19])[O-])[C:9]=12>CO>[F:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH2:20][N:14]1[C:10]2=[N:11][CH:12]=[CH:13][CH:8]=[C:9]2[C:16]([C:17]([NH2:19])=[NH:6])=[N:15]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 25517Ammonium ChlorideHCID 86601773HCID 86601773, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

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

Workup

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

Sources & evidence

ORD record
ord-1a742e9d9b4349ceb32b2b870d8c4b0e
Source dataset
uspto-grants-2007_11
Patent number
US07291622B2

Reaction notes

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