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| | 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride Basic information |
| Product Name: | 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride | | Synonyms: | 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 monohydrochloride;1-(2-fluorobenzyl)-1H-pyrazolo 3,4-b pyridine-3-carboxiMidaMide HCL;1-[(2-Fluorophenyl)Methyl]-1h-pyrazolo[3,4-b]pyridine-3-carboxiMidaMide hydrochloride;1-(2-Fluoro-benzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamidine;1-(2-Flurobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-carboxamidine hydrochloride;1H-Pyrazolo[3,4-b]pyridine-3-carboximidamide,1-[(2-fluorophenyl)methyl]-, monohydrochloride | | CAS: | 256499-19-1 | | MF: | C14H13ClFN5 | | MW: | 305.74 | | EINECS: | 1592732-453-0 | | Product Categories: | | | Mol File: | 256499-19-1.mol | ![1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride Structure](CAS/GIF/256499-19-1.gif) |
| | 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride Chemical Properties |
| 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 |
| | 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride Usage And Synthesis |
| 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%.
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| | 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide Hydrochloride Preparation Products And Raw materials |
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