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[ CAS No. 847902-56-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 847902-56-1
Chemical Structure| 847902-56-1
Chemical Structure| 847902-56-1
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Quality Control of [ 847902-56-1 ]

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Product Details of [ 847902-56-1 ]

CAS No. :847902-56-1 MDL No. :MFCD11878539
Formula : C5H3FN2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :XCYLKKXQKCXJAE-UHFFFAOYSA-N
M.W : 158.09 Pubchem ID :67387800
Synonyms :

Calculated chemistry of [ 847902-56-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 35.04
TPSA : 78.94 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.74
Log Po/w (XLOGP3) : 1.31
Log Po/w (WLOGP) : 1.25
Log Po/w (MLOGP) : -0.07
Log Po/w (SILICOS-IT) : -0.75
Consensus Log Po/w : 0.5

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.98
Solubility : 1.64 mg/ml ; 0.0104 mol/l
Class : Very soluble
Log S (Ali) : -2.57
Solubility : 0.427 mg/ml ; 0.0027 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.1
Solubility : 12.6 mg/ml ; 0.0798 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.2

Safety of [ 847902-56-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 847902-56-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 847902-56-1 ]

[ 847902-56-1 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 847902-56-1 ]
  • [ 75-03-6 ]
  • [ 59455-37-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In acetonitrile; at 100℃; for 5.0h; A mixture of <strong>[847902-56-1]5-fluoro-2-nitropyridin-3-ol</strong> (0.35 g, 2.2 mmol), ethyl iodide (1.4 mL, 18 MMOL), K2CO3 (3.0 g, 22 mmol), and acetonitrile (40 mL) was heated at 100 C under N2. After 5 h, the acetonitrile was removed in vacuo, and the residue was partitioned between water (200 ML) and chloroform (100 ML). The aqueous layer was extracted with chloroform (100 mL x 2), and the combined organic extracts were dried (MGS04), filtered, and concentrated to give 0.19 g of 3-ethoxy-5- FLUORO-2-NITROPYRIDINE. 1H NMR (CDC13, 500 MHz) 8 7.93 (dd, 2H), 7.22 (dd, 1H), 4.20 (q, 2H), 1.51 (t, 3H).
  • 2
  • [ 209328-55-2 ]
  • [ 847902-56-1 ]
YieldReaction ConditionsOperation in experiment
81% With sulfuric acid; nitric acid; at 0 - 20℃; Example 10A 5-Fluoro-2-nitropyridin-3-ol With ice cooling, 5 g of 5-fluoropyridin-3-ol (44 mmol, 1 equivalent) were dissolved in 43 ml of concentrated sulphuric acid, and 2.8 ml of concentrated nitric acid were added at 0 C. over a period of 5 min. The reaction was warmed to RT and stirred overnight. The mixture was added to 100 g of ice and stirred for 30 min. The solid formed was filtered off and dried under reduced pressure. This gave 5.6 g (81% of theory) of the title compound which was used without further purification for the next reaction. LC-MS (Method 1): Rt=0.45 min MS (ESneg): m/z=156.9 (M-H)- 1H NMR (400 MHz, DMSO-d6): delta=7.5 (dd, 1H); 8.08 (d, 1H); 12.2 (br. s, 1H).
81% With sulfuric acid; nitric acid; at 0 - 20℃; Example 7A 5-Fluoro-2-nitropyridin-3-ol With ice cooling, 5 g of 5-fluoropyridin-3-ol (44 mmol, 1 equivalent) were dissolved in 43 ml of concentrated sulphuric acid, and, at 0 C., 2.8 ml of concentrated nitric acid were added over a period of 5 min. The reaction was warmed to RT, and stirring was continued overnight. The mixture was added to 100 g of ice and stirred for 30 min. The solid obtained was filtered off and dried under reduced pressure. This gave 5.6 g (81% of theory) of the title compound, which were used without further purification for the next reaction. LC-MS (Method 2): Rt=0.45 min MS (ESneg): m/z=156.9 (M-H)- 1H NMR (400 MHz, DMSO-d6): delta=7.5 (dd, 1H); 8.08 (d, 1H); 12.2 (br. s, 1H).
81% With sulfuric acid; nitric acid; at 0 - 20℃; With ice cooling, 5 g of 5-fluoropyridin-3-ol (44mmol, 1 equivalent) were dissolved in 43 ml of concentratedsulphuric acid, and 2.8 ml of concentrated nitric acid wereadded at 00 C. over 5 mm. The reaction was warmed to RTand stirred overnight. The mixture was poured onto 100 g ofice and stirred for 30 mm. The crystals were filtered off withsuction and dried under reduced pressure. This gave 5.6 g(81% of theory) of the title compound which was usedwithout thrther purification for the next reaction.10347] LC-MS (Method 2): R=0.45 mm10348] MS (ESneg): mlz=156.9 (M-H)10349] ?H-NMR (400 MHz, DMSO-d5): oe=7.5 (dd, 1H);8.08 (d, 1H); 12.2 (br. s, 1H).
Nitric acid (0.25 mL, 5.0 mmol) was added over 1 min to a solution of 5-fluoropyridin-3-ol (0.25 g, 2.2 mmol) and sulfuric acid (3 mL) at 70 C. After 20 min, a second aliquot (0.25 mL) of nitric acid was added over 1 min. After an additional 40 min, the reaction was cooled to 0 C. Water (25 mL) was added followed by slow addition of 10 N NAOH (13 mL) at 0 C. The solution was neutralized with 1 N HCI and concentrated to give 5-FLUORO-2-NITROPYRIDIN-3-OL. MS (ESI): 158. 8 (M+H).

  • 3
  • [ 847902-56-1 ]
  • 2-amino-5-fluoropyridin-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With palladium 10% on activated carbon; hydrogen; In ethanol; under 760.051 Torr; for 16.0h; Example 11A 2-Amino-5-fluoropyridin-3-ol 5.6 g of <strong>[847902-56-1]5-fluoro-2-nitropyridin-3-ol</strong> (Example 10A; 36 mmol) were dissolved in 2 l of ethanol, a catalytic amount of palladium on activated carbon (10%) was added and the mixture was hydrogenated under hydrogen standard pressure for 16 h. The mixture was filtered off through kieselguhr and the filtrate was concentrated (product batch 1). The residue was rinsed with methanol until the colour of the filtrate was no longer yellowish. The filtrate was concentrated, giving a second product batch. This gave a total of 4.26 g (85% of theory) of the title compound. LC-MS (Method 1): Rt=0.17 min MS (ESpos): m/z=128.9 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=5.4 (br. s, 2H); 6.8 (dd, 1H); 7.4 (d, 1H).
85% With palladium 10% on activated carbon; hydrogen; In ethanol; under 760.051 Torr; for 16.0h; Example 8A 2-Amino-5-fluoropyridin-3-ol 5.6 g of <strong>[847902-56-1]5-fluoro-2-nitropyridin-3-ol</strong> (Example 7A; 36 mmol) were dissolved in 2 l of ethanol, a catalytic amount of palladium on activated carbon (10%) was added and the mixture was hydrogenated under standard hydrogen pressure for 16 h. The mixture was filtered off through silica gel and the filtrate was concentrated (product batch 1). The filter cake was rinsed with methanol until the colour of the filtrate was no longer yellowish. The filtrate was concentrated, giving a second product batch. This gave 4.26 g (85% of theory) of the title compound. LC-MS (Method 2): Rt=0.17 min MS (ESpos): m/z=128.9 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=5.4 (br. s, 2H); 6.8 (dd, 1H); 7.4 (d, 1H).
85% With palladium 10% on activated carbon; hydrogen; In ethanol; under 760.051 Torr; for 16.0h; 5.6 g of <strong>[847902-56-1]5-fluoro-2-nitropyridin-3-ol</strong> (Example 7A;36 mmol) were dissolved in 2 1 of ethanol, a catalytic amount of palladium on activated carbon (10%) was added and the mixture was hydrogenated under 1 atmosphere of hydrogen for 16 h. The mixture was filtered off through kieselguhr, and the filtrate was concentrated. The filter cake was rinsed with methanol until the filtrate no longer had a yellow colout The filtrate was concentrated, giving a second product batch. Atotal of 4.26 g (85% of theory) of the title compound wereobtained.10352] LC-MS (Method 2): R=0.17 mm10353] MS (ESpos): mlz=128.9 (M+H)10354] ?H-NMR (400 MHz, DMSO-d5): &5.4 (bt 5, 2H);6.8 (dd, 1H); 7.4 (d, 1H).
  • 7
  • [ 847902-56-1 ]
  • [ 1609341-55-0 ]
  • 8
  • [ 847902-56-1 ]
  • tert-butyl {2-[({8-[(2,6-difluorobenzyl)oxy]-6-fluoro-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]-2-(3,4-difluorophenyl)ethyl}carbamate [ No CAS ]
  • 9
  • [ 847902-56-1 ]
  • N-[2-amino-1-(3,4-difluorophenyl)ethyl]-8-[(2,6-difluorobenzyl)oxy]-6-fluoro-2-methylimidazo[1,2-a]pyridine-3-carboxamide [ No CAS ]
  • 10
  • [ 847902-56-1 ]
  • 8-[(2,6-difluorobenzyl)oxy]-N-(3,5-dimethyl-1H-pyrazol-4-yl)-6-fluoro-2-methylimidazo[1,2-a]pyridine-3-carboxamide [ No CAS ]
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Technical Information

• Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols are Weakly Basic • Alcohols as Acids • Alcohols Convert Acyl Chlorides into Esters • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldol Addition • Alkene Hydration • Alkene Hydration • Alkyl Halide Occurrence • An Alkane are Prepared from an Haloalkane • Appel Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Carboxylic Acids React with Alcohols to Form Esters • Chichibabin Reaction • Chloroalkane Synthesis with SOCI2 • Chromium Reagents for Alcohol Oxidation • Chugaev Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Convert Esters into Aldehydes Using a Milder Reducing Agent • Convert Haloalkanes into Alcohols by SN2 • Corey-Kim Oxidation • Decarboxylation of 3-Ketoacids Yields Ketones • Decomposition of Lithium Aluminum Hydride by Protic Solvents • Dess-Martin Oxidation • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Ethers Synthesis from Alcohols with Strong Acids • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylations Using Alcohols • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reagents Transform Esters into Alcohols • Grignard Reagents Transform Esters into Alcohols • Haloalcohol Formation from an Alkene Through Electrophilic Addition • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration-Oxidation • Hydroboration-Oxidation • Hydrolysis of Haloalkanes • Jones Oxidation • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Martin's Sulfurane Dehydrating Reagent • Mitsunobu Reaction • Moffatt Oxidation • Osmium Tetroxide Reacts with Alkenes to Give Vicinal Diols • Osmium TetroxideReacts with Alkenes to Give Vicinal Diols • Oxidation of Alcohols by DMSO • Oxymercuration-Demercuration • Preparation of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkoxides with Alkyllithium • Preparation of Amines • Primary Ether Cleavage with Strong Nucleophilic Acids • Pyridines React with Grignard or Organolithium Reagents • Reactions of Alcohols • Reactions with Organometallic Reagents • Reduction of an Ester to an Alcohol • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Ring Opening of an Oxacyclopropane by Lithium Aluminum Hydride • Ritter Reaction • Sharpless Olefin Synthesis • Swern Oxidation • Synthesis of Alcohols from Tertiary Ethers • Synthesis of an Alkyl Sulfonate • The Nucleophilic Opening of Oxacyclopropanes • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vicinal Anti Dihydroxylation of Alkenes • Williamson Ether Syntheses
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; ;