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256499-19-1

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256499-19-1 Structure

256499-19-1 Structure
IdentificationBack Directory
[Name]

1-(2-Fluoro-benzyl)-1H-py...
[CAS]

256499-19-1
[Synonyms]

Riociguat-10
1-(2-Fluoro-benzyl)-1H-py...
1-(2-fluorobenzyl)-1H-pyrazolo
1-(2-Fluoro-benzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamidine
1-(2-FLUORO-BENZYL)-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXAMIDINE HCL
1-(2-fluorobenzyl)-1H-pyrazolo 3,4-b pyridine-3-carboxiMidaMide HCL
1-(2-Flurobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-carboxamidine hydrochloride
1-(2-FLUORO-BENZYL)-1H-PYRAZOL[3,4-B]PYRIDINE-3-CARBOXAMIDINE HYDROCHLORIDE
1-(2-Fluoro-benzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxaMidine hydrochloride
1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride
1-[(2-Fluorophenyl)Methyl]-1h-pyrazolo[3,4-b]pyridine-3-carboxiMidaMide hydrochloride
1-[(2-FLUOROPHENYL)METHYL]-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXIMIDAMIDE ONOHYDROCHLORIDE
1-[(2-Fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide monohydrochloride
1H-Pyrazolo[3,4-b]pyridine-3-carboximidamide,1-[(2-fluorophenyl)methyl]-, monohydrochloride
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C14H13ClFN5
[MDL Number]

MFCD18432772
[MOL File]

256499-19-1.mol
[Molecular Weight]

305.738
Chemical PropertiesBack Directory
[Melting point ]

247-249oC
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White
[InChI]

InChI=1S/C14H12FN5.ClH/c15-11-6-2-1-4-9(11)8-20-14-10(5-3-7-18-14)12(19-20)13(16)17;/h1-7H,8H2,(H3,16,17);1H
[InChIKey]

DQASIYVADJWVLY-UHFFFAOYSA-N
[SMILES]

C(C1C=CC=CC=1F)N1N=C(C(N)=N)C2C=CC=NC1=2.Cl
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[REACH Registrations]

Active
Hazard InformationBack Directory
[Uses]

1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride is a key intermediate in the synthesis of Riociguat, a potent, oral stimulator of soluble guanylate cyclase for the treatment of pulmonary hypertension.
[Synthesis]

In a 10 L four-necked flask, 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile 919.7 g (3.646 mol, 10 eq), MeOH 7 L was added, and MeONa 295 g (5.469 mol, 1.5 eq) was added with stirring, and stirred at room temperature for 2 h. Has disappeared, completely converted to the intermediate (7), added CH 3 C0 2 H 329 g (5.469 mol, 1.5 eq), NH 4 C1 293 g (5.469 mol, 1.5 eq), heated to reflux overnight, TLC monitoring reaction completely The temperature was lowered, a large amount of solid was precipitated, filtered, and washed with DCM to give 981 g of white solid as 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide (8), which was used directly in the next step. The compound 8 981.0 g (3.646 mol, lO eq) was added to 5 L of methyl tert-butyl ether, stirred, suspended as a suspension, passed through HC1 gas for about 2.5 h, filtered, washed with DCM, and dried by filtration. 1103.7 g of white solid 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride. Total yield in two steps: 99.0%. Purity: 99%.
1H-Pyrazolo[3,4-b]pyridine-3-carboximidamide, 1-[(2-fluorophenyl)methyl]-, hydrochloride (1:1)
Spectrum DetailBack Directory
[Spectrum Detail]

1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride(256499-19-1)1HNMR
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