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Chemistry
Organic Building Blocks
Aryls
(2,6-Difluorophenyl)hydrazine
Chemistry
Organic Building Blocks
Aryls
Amines Fluorinated Building Blocks Carboxylic Acids Hydrazines Benzene Compounds

[ CAS No. 119452-66-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 119452-66-3
Chemical Structure| 119452-66-3
Chemical Structure| 119452-66-3
Structure of 119452-66-3 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 119452-66-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 119452-66-3 ]

SDS Specification
Alternatived Products of [ 119452-66-3 ]

Product Details of [ 119452-66-3 ]

CAS No. :119452-66-3 MDL No. :MFCD06658266
Formula : C6H6F2N2 Boiling Point : -
Linear Structure Formula :- InChI Key :IPCPEQXQGSGYCE-UHFFFAOYSA-N
M.W : 144.12 Pubchem ID :2778921
Synonyms :

Calculated chemistry of [ 119452-66-3 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 33.56
TPSA : 38.05 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.21 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.15
Log Po/w (XLOGP3) : 1.36
Log Po/w (WLOGP) : 1.9
Log Po/w (MLOGP) : 2.23
Log Po/w (SILICOS-IT) : 1.2
Consensus Log Po/w : 1.57

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.97
Solubility : 1.55 mg/ml ; 0.0108 mol/l
Class : Very soluble
Log S (Ali) : -1.76
Solubility : 2.5 mg/ml ; 0.0173 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.62
Solubility : 0.342 mg/ml ; 0.00237 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.47

Safety of [ 119452-66-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 119452-66-3 ]

* 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 [ 119452-66-3 ]

[ 119452-66-3 ] Synthesis Path-Downstream   1~57

  • 2
  • [ 119452-66-3 ]
  • potassium (Z)-1-cyano-3-ethoxy-3-oxoprop-1-en-2-olate [ No CAS ]
  • [ 1138036-69-7 ]
YieldReaction ConditionsOperation in experiment
59% Reference Example 196 Ethyl 5-amino-1-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylate To a solution of (2,6-difluorophenyl)phenylhydrazine (33.7 g) in water (1.17 L) was added concentrated sulfuric acid (12.5 mL) at room temperature, and then a solution of potassium (1Z)-1-cyano-3-ethoxy-3-oxoprop-1-en-2-olate (41.9 g) in chloroform (1.17 L) was added. The mixture was stirred at room temperature for 18 hr, the organic layer was separated, and the aqueous layer was extracted with dichloromethane (300 mL). The extract was combined with the organic layer previously separated, washed with saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in ethanol (700 mL), and the solution was refluxed for 18 hr, and allowed to cool to room temperature. Triethylamine (98 mL) was added, and the mixture was further stirred for 1 hr, and concentrated under reduced pressure. The residue was diluted with ethyl acetate, and the organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residual solid was recrystallized from a mixed solvent of ethyl acetate and hexane to give the title compound as a yellow solid (37.0 g, yield 59%). 1H-NMR (CDCl3) delta: 1.39 (3H, t, J=7.2 Hz), 3.74 (2H, s), 4.39 (2H, q, J=7.2 Hz), 6.20 (1H, s), 7.10 (2H, dd, J=8.4, 7.2 Hz), 7.43-7.51 (1H, m).
Reference： [1]Patent: US2009/156642,2009,A1 .Location in patent: Page/Page column 68
  • 3
  • [ 119452-66-3 ]
  • [ 40995-61-7 ]
  • [ 1222076-80-3 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 1680 - 1684
  • 4
  • [ 488-11-9 ]
  • [ 119452-66-3 ]
  • C10H4Br2F2N2O [ No CAS ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 3146 - 3149
  • 5
  • [ 119452-66-3 ]
  • 1-(2,6-difluorophenyl)-3-(piperidin-4-yloxy)-4,5,6,7-tetrahydro-1H-indazole hydrochloride [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 6
  • [ 119452-66-3 ]
  • [ 1333165-86-8 ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 7
  • [ 119452-66-3 ]
  • [ 1333165-87-9 ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 8
  • [ 119452-66-3 ]
  • C27H38FN3O3 [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 9
  • [ 119452-66-3 ]
  • C44H64FN5O5Si [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 10
  • [ 119452-66-3 ]
  • [ 1333165-88-0 ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 11
  • [ 119452-66-3 ]
  • [ 1333165-83-5 ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 12
  • [ 119452-66-3 ]
  • [ 1333165-84-6 ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 13
  • [ 119452-66-3 ]
  • [ 108-24-7 ]
  • [ 1333205-38-1 ]
Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6998 - 7002
  • 14
  • [ 119452-66-3 ]
  • [ 153034-82-3 ]
  • [ 1356054-83-5 ]
  • C12H7F3IN3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1-methyl-pyrrolidin-2-one; at 185℃; for 1.5h;Inert atmosphere; capped; To a dry 15mL ChemGlass pressure bottle under 2 was added (2,6- difluorophenyl)hydrazine (431 mg, 2.99 mmol), 2-fluoro-4-iodonicotinaldehyde (750 mg, 2.99 mmol) and anhydrous NMP (4.5 mL). The reaction mixture was flushed with argon, securely capped and heated to 185C for 1.5h. The reaction mixture was worked up according to the general procedure described in Intermediate 69A to give 1.19g(quantitative yield) of the title compound (contains approximately 50% of the hydrazone intermediate) as thick, dark oil. LC/MS (Condition B): ret. T = 3.5min, (M+H)+ 357.91.
Reference： [1]Patent: WO2012/9510,2012,A1 .Location in patent: Page/Page column 80; 81
  • 15
  • [ 119452-66-3 ]
  • [ 153034-82-3 ]
  • [ 1356054-84-6 ]
Reference： [1]Patent: WO2012/9510,2012,A1
  • 16
  • [ 119452-66-3 ]
  • [ 501-52-0 ]
  • [ 1370287-21-0 ]
Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 3687 - 3698
  • 17
  • [ 17280-41-0 ]
  • [ 119452-66-3 ]
  • 2-[2-(2,6-Difluorophenyl)hydrazinylidene]propanal oxime [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In ethanol; Step 1: 2-[2-(2,6-Difluorophenyl)hydrazinylidene]propanal oxime (Ex. 21-II) 0.1 mol of <strong>[119452-66-3]2,6-difluorophenylhydrazine</strong> (Ex. 21-I) and 0.12 mol of isonitrosoacetone were heated under reflux in ethanol for 3 h. After cooling to room temperature, the precipitated solid was filtered off, washed with ethanol and dried. This gave 75% of theory of the hydrazone oxime (Ex. 21-II).
Reference： [1]Patent: US2015/239847,2015,A1
  • 18
  • [ 119452-66-3 ]
  • [ 58243-08-6 ]
  • 2-Chloro-N-[1-(2-ethoxy-6-fluorophenyl)-1H-pyrazol-3-yl]benzamide [ No CAS ]
Reference： [1]Patent: US2015/239847,2015,A1
  • 19
  • [ 119452-66-3 ]
  • [ 58243-08-6 ]
  • 1-(2-Ethoxy-6-fluorophenyl)-1H-pyrazole-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium methylate; In ethanol; cyclohexane; ethyl acetate; Step 1: 1-(2-Ethoxy-6-fluorophenyl)-1H-pyrazole-3-amine (via route B-1) 2,6-Difluorophenylhydrazine (5.00 g) was initially charged in ethanol (30 ml), sodium methoxide solution (4.49 g in 20 ml of ethanol) and 3-ethoxyacrylonitrile (4.03 g) were added and the mixture was heated under reflux overnight. The reaction mixture was then concentrated under reduced pressure, taken up in ethyl acetate, washed with water, dried over sodium sulphate and concentrated to dryness under reduced pressure. The residue was then once more dissolved in ethanol (50 ml) and heated under reflux for a further night. The reaction mixture was then once more concentrated under reduced pressure, taken up in ethyl acetate, washed with water, dried over sodium sulphate and concentrated to dryness under reduced pressure. The residue was then purified by column chromatography on silica gel using the mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). This gave 152 mg of the title compound. HPLC-MS: log P=1.47; mass (m/z): 222.1 (M+H)+; 1H-NMR (CD3CN) 1.27 (t, 3H), 3.80-4.20 (m, 4H), 5.75 (d, 1H), 6.81-6.86 (m, 1H), 6.90-6.92 (m, 1H), 7.31-7.36 (m, 2H).
Reference： [1]Patent: US2015/239847,2015,A1
  • 20
  • [ 119452-66-3 ]
  • [ 306-44-5 ]
  • 2-[2-(2,6-difluorophenyl)hydrazinylidene]propanal oxime [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In ethanol; for 3h;Reflux; Step 1 : 2-[2-(2,6-Difluorophenyl)hydrazinylidene]propanal oxime (intermediate (Ic-1)) 0.1 mol of <strong>[119452-66-3]2,6-difluorophenylhydrazine</strong> and 0.12 mol of isonitrosoacetone were heated under reflux in ethanol for 3 h. After cooling to room temperature, the precipitated solid was filtered off, washed with ethanol and dried. This gave the title compound (75% of theory)
75% In ethanol; for 3h;Reflux; 0.1 mol of <strong>[119452-66-3]2,6-difluorophenylhydrazine</strong> and 0.12 mol of isonitrosoacetone were heated under reflux in ethanol for 3 h. After cooling to room temperature, the precipitated solid was filtered off, washed withethanol and dried. This gave the title compound (75% of theory)
Reference： [1]Patent: WO2015/150252,2015,A1 .Location in patent: Page/Page column 69
[2]Patent: WO2015/144683,2015,A1 .Location in patent: Page/Page column 45
  • 21
  • [ 119452-66-3 ]
  • 2-(2,6-Difluorophenyl)-4-methyl-2H-1,2,3-triazole [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 22
  • [ 119452-66-3 ]
  • 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carboxylic acid [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 23
  • [ 119452-66-3 ]
  • Methyl 2-(2,6-difluorophenyl)-2H-1,2,3-triazole-4-carboxylate [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 24
  • [ 119452-66-3 ]
  • 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carbonyl azide [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 25
  • [ 119452-66-3 ]
  • 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carbohydrazide [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 26
  • [ 119452-66-3 ]
  • 2-(2,6-difluorophenyl)-2H-1,2,3-triazole 4-isocyanate [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 27
  • [ 119452-66-3 ]
  • 2-(2,6-difluorophenyl)-2H-1,2,3-triazole-4-amine [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 28
  • [ 119452-66-3 ]
  • N-[2-(2,6-Difluorophenyl)-2H-1,2,3-triazol-4-yl]-2-(trifluoromethyl)benzamide [ No CAS ]
Reference： [1]Patent: WO2015/150252,2015,A1
[2]Patent: WO2015/144683,2015,A1
  • 29
  • [ 119452-66-3 ]
  • [ 138804-56-5 ]
  • (S,E)-2-((tert-butoxycarbonyl)amino)-3-(4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
  • (S,Z)-2-((tert-butoxycarbonyl)amino)-3-(4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
Reference： [1]Organic Letters,2015,vol. 17,p. 6258 - 6261
  • 30
  • [ 119452-66-3 ]
  • [ 138804-56-5 ]
  • (S,E)-2-amino-3-(4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
Reference： [1]Organic Letters,2015,vol. 17,p. 6258 - 6261
  • 31
  • [ 119452-66-3 ]
  • tert-butyl (7-fluoro-2,8-dioxo-1-oxaspiro[4.5]deca-6,9-dien-3-yl)carbamate [ No CAS ]
  • (S,E)-2-((tert-butoxycarbonyl)amino)-3-(3-fluoro-4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
  • (S,Z)-2-((tert-butoxycarbonyl)amino)-3-(3-fluoro-4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
Reference： [1]Organic Letters,2015,vol. 17,p. 6258 - 6261
  • 32
  • [ 119452-66-3 ]
  • tert-butyl (7-fluoro-2,8-dioxo-1-oxaspiro[4.5]deca-6,9-dien-3-yl)carbamate [ No CAS ]
  • (S,E)-2-amino-3-(4-((2,6-difluorophenyl)diazenyl)-3-fluorophenyl)propanoic acid [ No CAS ]
Reference： [1]Organic Letters,2015,vol. 17,p. 6258 - 6261
  • 33
  • [ 119452-66-3 ]
  • tert-butyl (7-chloro-2,8-dioxo-1-oxaspiro[4.5]deca-6,9-dien-3-yl)carbamate [ No CAS ]
  • (S,E)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
  • (S,Z)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
Reference： [1]Organic Letters,2015,vol. 17,p. 6258 - 6261
  • 34
  • [ 119452-66-3 ]
  • tert-butyl (7-chloro-2,8-dioxo-1-oxaspiro[4.5]deca-6,9-dien-3-yl)carbamate [ No CAS ]
  • (S,E)-2-amino-3-(3-chloro-4-((2,6-difluorophenyl)diazenyl)phenyl)propanoic acid [ No CAS ]
Reference： [1]Organic Letters,2015,vol. 17,p. 6258 - 6261
  • 35
  • [ 119452-66-3 ]
  • [ 153851-18-4 ]
  • C13H12F2N2O [ No CAS ]
Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 46 - 49
  • 36
  • [ 221446-38-4 ]
  • [ 119452-66-3 ]
  • C12H10F2N2O2 [ No CAS ]
Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 46 - 49
  • 37
  • [ 119452-66-3 ]
  • ethyl 6-hydroxy-3-oxohexanoate [ No CAS ]
  • C12H10F2N2O [ No CAS ]
Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 46 - 49
  • 38
  • [ 119452-66-3 ]
  • ethyl 6-hydroxy-3-oxohexanoate [ No CAS ]
  • C12H12F2N2O2 [ No CAS ]
Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 46 - 49
  • 39
  • [ 119452-66-3 ]
  • 1-(2,6-difluorophenyl)-1H-pyrazole-3-amine [ No CAS ]
Reference： [1]Patent: WO2018/33467,2018,A1
[2]Patent: WO2018/33467,2018,A1
  • 40
  • [ 119452-66-3 ]
  • N-[1-(2,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide [ No CAS ]
Reference： [1]Patent: WO2018/33467,2018,A1
[2]Patent: WO2018/33467,2018,A1
  • 41
  • [ 119452-66-3 ]
  • 1-(2,6-difluorophenyl)-4,5-dihydro-1H-pyrazole-3-amine [ No CAS ]
Reference： [1]Patent: WO2018/33467,2018,A1
  • 42
  • [ 119452-66-3 ]
  • [ 107-13-1 ]
  • 3-(N-amino-2,6-difluoro-anilino)propanenitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With sodium hydroxide; In acetonitrile; at 50 - 60℃; for 1.33333h; A solution of <strong>[119452-66-3](2,6-difluorophenyl)hydrazine</strong> (88.6 g, 0.62 mol) in 250 mL MeCN was treated with2.6 mL (0.05 mol) NaOH (50%) and heated to 50 C. Subsequently, acrylonitrile (34.3 g, 0.65 mol) wasadded dropwise over a period of 20 mm. The temperature was kept below 60 C. After stirring for 1 h at 50 C, most of the MeCN was distilled off. The reaction was diluted with 200 mL of water extracted three times with 150 mL EtOAc. The combined organic phases were washed once with brine, dried over Na2504 and the solvent was evaporated to give 3-(N-amino-2,6-difluoro-anilino)propanenitrile (110.0 g,90% yield, 96.2% HPLC-purity) as white solid.?H NMR (CD3CN) 5(ppm) = 7.1-7.2 (m, 1H), 6.9-7.0 (m, 2H), 4.1 (br s, 2H), 3.4 (t, 2H), 2.7 (t, 2H).
Reference： [1]Patent: WO2018/33467,2018,A1 .Location in patent: Page/Page column 4; 14
  • 43
  • [ 119452-66-3 ]
  • [ 107-13-1 ]
  • 1-(2,6-difluorophenyl)-4,5-dihydro-1H-pyrazole-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% A solution of <strong>[119452-66-3](2,6-difluorophenyl)hydrazine</strong> (35.4 g, 0.25 mol) in 100 mL MeCN was treated with1.0 mL (0.02 mol) NaOH (50%) and heated to 50C. Subsequently, acrylonitrile (13.7 g, 0.26 mol) wasadded dropwise over a period of 20 mm. The temperature was kept below 60 C. After stirring for 1 h at50 C, 38 mL aq. HC1 (32%) were added and the reaction was heated to reflux for 5 h. The reactionmixture was cooled to 50 C and 77 mL aq. NaOH (20%) were added. After stirring for 15 mm at 50 C, the phases were separated and the organic phase was dried over Na2504. The solvent of the organic phase was removed under vacuum and the remaining solid was recrystallized from toluene to give 2- (2,6-difluorophenyl)-3,4-dihydropyrazol-5-amine (41.9 g, 85% yield, 96.5% HPLC-purity) as a lightbeige solid.?H NMR (CD3CN) 5 (ppm) = 7.0-7.1 (m, 1H), 6.8-6.9 (m, 2H), 4.4 (br s, 2H), 3.6 (t, 2H), 2.8 (t, 2H)
Reference： [1]Patent: WO2018/33467,2018,A1 .Location in patent: Page/Page column 14; 15
  • 44
  • [ 80370-42-9 ]
  • [ 119452-66-3 ]
  • ethyl 1-(2,6-difluorophenyl)-1H-pyrazole-4-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% In ethanol; at 50℃; for 2h; Into a 100-mL round-bottom flask, was placed <strong>[119452-66-3](2,6-difluorophenyl)hydrazine</strong> (1 g, 6.94 mmol, 1.00 equiv), ethanol (12 mL), ethyl 2-formyl-3-oxopropanoate (1.2 g, 8.33 mmol, 1.20 equiv). The resulting solution was stiired for 2h at 50 °C in an oil bath. The solvent was removed under vacuum. The residue was applied onto a silica gel column with PE/EA = 50/1. The collected fractions were combined and concentrated under vacuum. This resulted in 1.18 g (67percent) of the title compound. Analytical Data: LC-MS: (ES, m/z): RT = 1.269 min; LCMS53 : m/z = 253 [M+l].
Reference： [1]Patent: WO2018/118842,2018,A1 .Location in patent: Paragraph 0665-0668
  • 45
  • [ 119452-66-3 ]
  • N2-(2-fluoro-4-methoxy-3-(4-((methylamino)methyl)-1H-pyrazol-1-yl)phenyl)-N4,6-dimethylpyrimidine-2,4-diamine [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 46
  • [ 119452-66-3 ]
  • ethyl 1-(2,6-difluoro-3-nitrophenyl)-1H-pyrazole-4-carboxylate [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 47
  • [ 119452-66-3 ]
  • ethyl 1-(2-fluoro-6-methoxy-3-nitrophenyl)-1H-pyrazole-4-carboxylate [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 48
  • [ 119452-66-3 ]
  • ethyl 1-(3-amino-2-fluoro-6-methoxyphenyl)-1H-pyrazole-4-carboxylate [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 49
  • [ 119452-66-3 ]
  • ethyl 1-(2-fluoro-6-methoxy-3-((4-methyl-6-(methylamino)pyrimidin-2-yl)amino)phenyl)-1H-pyrazole-4-carboxylate [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 50
  • [ 119452-66-3 ]
  • (1-(2-fluoro-6-methoxy-3-((4-methyl-6-(methylamino)pyrimidin-2-yl)amino)phenyl)-1H-pyrazol-4-yl)methanol [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 51
  • [ 119452-66-3 ]
  • 1-(2-fluoro-6-methoxy-3-((4-methyl-6-(methylamino)pyrimidin-2-yl)amino)phenyl)-1H-pyrazole-4-carbaldehyde [ No CAS ]
Reference： [1]Patent: WO2018/118842,2018,A1
  • 52
  • [ 119452-66-3 ]
  • (3E)-1-acetyl-3-[(dimethylamino)methylidene]piperidin-4-one [ No CAS ]
  • 1-[2-(2,6-difluorophenyl)-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridin-5-yl]ethan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In methanol; at 25℃; Into a 1 00mL roundbottom flask, was placed (2,6.-difiuorophenyi)hydrazine (1 .1 g, 7.63 mmol, 1 .50 equiv), (3E}. I .acetyl.34(dimethy1amino)methy1idene]piperidin.4-one (I g, 5.10 inmol, 1.00 equiv), TEA (1.5 g, 14.82 mmoi, 2.91 equiv), methanol (20 ml.). The resulting solution was stirred overnight at 25 C. The resulting mixture was concentrated under reduced pressure. The residue was applied onto a Cis column with ACN/I-EO (30%). The collected fractions were combined and concentrated under vacuum. This resulted in 1.5 g (crude) of the title compound as yellow oil. Analytical Data: LCMS: (ES, m/z): RT=0.725 mm, m/z=278 [M+i].
Reference： [1]Patent: WO2019/79485,2019,A1 .Location in patent: Paragraph 0605
  • 53
  • [ 119452-66-3 ]
  • [ 134653-70-6 ]
  • C13H12F2N2O2 [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 11151 - 11164
  • 54
  • [ 119452-66-3 ]
  • [ 497228-04-3 ]
  • C23H13F4N5O2 [ No CAS ]
Reference： [1]Chemistry - A European Journal,2020,vol. 26,p. 5629 - 5638
  • 55
  • [ 5509-65-9 ]
  • [ 119452-66-3 ]
Reference： [1]Chemistry - A European Journal,2020,vol. 26,p. 5629 - 5638
  • 56
  • [ 119452-66-3 ]
  • N-(2-oxoethyl)-2-(methylthio)-5-bromopyrimidine-4-carboxamide [ No CAS ]
  • N-(2-(2-(2,6-difluorophenyl)hydrazinyl)ethyl)-2-(methylthio)-5-bromopyrimidine-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% at room temperature, to methanol (200 mL) was added N-(2-oxoethyl)-2-(methylthio)-5-bromopyrimidine-4-carboxamide (8 g, 27.7 mmol), <strong>[119452-66-3](2,6-difluorophenyl)hydrazine</strong> (4.8 g, 33.2 mmol) and acetic acid (7 mL) in sequence. After the reaction mixture was stirred at room temperature for 1 hour, sodium cyanoborohydride (1.8 g, 27.7 mmol) was added slowly. The reaction mixture was stirred at room temperature for 1 hour, and the organic solvent was removed under reduced pressure to give the crude product. The crude product was dissolved in DCM (50 mL), to which was added saturated aqueous solution of sodium bicarbonate (100 mL) for extraction, and the aqueous phase was extracted with DMC (50 mL*2). The organic layers were collected, washed with saturated saline, dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give the crude product, which was purified by column chromatography (silica gel, PE:EA=1:1) to give the targeted product (13.1 g, 90% yield, yellow solid). LC-MS (ESI): m/z (M+H)+418.06.
Reference： [1]Patent: US2020/131192,2020,A1 .Location in patent: Paragraph 0179; 0222; 0224
  • 57
  • [ 119452-66-3 ]
  • [ 500539-08-2 ]
  • (E)-6-((2,6-difluorophenyl)diazenyl)-9-isopropyl-9H-purine [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% Stage #1: (2,6-difluorophenyl)hydrazine; 6-chloro-9-(1-methylethyl)-9H-purine With N-ethyl-N,N-diisopropylamine In butan-1-ol at 150℃; Microwave irradiation; Stage #2: With oxygen In butan-1-ol
Reference： [1]Kolarski, Dušan; Sugiyama, Akiko; Rodat, Theo; Schulte, Albert; Peifer, Christian; Itami, Kenichiro; Hirota, Tsuyoshi; Feringa, Ben L.; Szymanski, Wiktor [Organic and Biomolecular Chemistry, 2021, vol. 19, # 10, p. 2312 - 2321]

Tags: 119452-66-3 synthesis path| 119452-66-3 SDS| 119452-66-3 COA| 119452-66-3 purity| 119452-66-3 application| 119452-66-3 NMR| 119452-66-3 COA| 119452-66-3 structure

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