[ CAS No. 14791-78-7 ] {[proInfo.proName]}

Name: 14791-78-7|2-Fluorobenzene-1,4-diamine|95%
Brand: Ambeed
SKU: A352313
Price: 44.0 USD
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Cat. No.: {[proInfo.prAm]}

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3d Animation Molecule Structure of 14791-78-7

Structure of 14791-78-7 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 14791-78-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 14791-78-7 ]

Product Details of [ 14791-78-7 ]

CAS No. :	14791-78-7	MDL No. :	MFCD09955618
Formula :	C₆H₇FN₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FXFTWEVIIHVHDS-UHFFFAOYSA-N
M.W :	126.13	Pubchem ID :	345372
Synonyms :

Calculated chemistry of [ 14791-78-7 ]

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	2.0
Molar Refractivity :	35.21
TPSA :	52.04 Å²

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) :	-6.53 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.95
Log Po/w (XLOGP3) :	0.76
Log Po/w (WLOGP) :	1.43
Log Po/w (MLOGP) :	1.24
Log Po/w (SILICOS-IT) :	0.85
Consensus Log Po/w :	1.05

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.59
Solubility :	3.21 mg/ml ; 0.0255 mol/l
Class :	Very soluble
Log S (Ali) :	-1.43
Solubility :	4.66 mg/ml ; 0.0369 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.92
Solubility :	1.53 mg/ml ; 0.0121 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 14791-78-7 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338	UN#:	3259
Hazard Statements:	H302-H318	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 14791-78-7 ]

* 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.

Upstream synthesis route of [ 14791-78-7 ]
Downstream synthetic route of [ 14791-78-7 ]

[ 14791-78-7 ] Synthesis Path-Upstream 1~3

1
[ 105931-73-5 ]
[ 14791-78-7 ]

Yield	Reaction Conditions	Operation in experiment
96%	With [Cu₂(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF₃COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In ethylene glycol at 140℃; for 16 h; Sealed tube	General procedure: A mixture of substrate (0.25 mmol), complex 1 (2.5 × 10^− 3 mmol), Cs₂CO₃ (1 mmol), Conc. NH_3(aq) (0.5 mL) and TBAB (0.25 mmol) in water (0.5 mL) were loaded in a sealed reaction tube. The reaction temperature was increased to 110–140 °C and the reaction mixture was stirred for 8–24 h. After cooling to RT, the reaction mixture was poured into a saturated NaCl solution, extracted with ethyl acetate and dried over anhydrous MgSO₄. After removal of solvents, the residue was re-crystallized or chromatographed on silica gel. All products were characterized by NMR spectroscopy and were consistent with the literature data.

Reference： [1] Catalysis Communications, 2013, vol. 32, p. 28 - 31

2
[ 2369-13-3 ]
[ 14791-78-7 ]

Yield	Reaction Conditions	Operation in experiment
100%	With ammonium chloride; zinc In ethanol; water at 25℃; for 2 h; Inert atmosphere	Zinc powder (4.2 g, 64.1 mmol) was added to ammonium chloride (3.4 g, 64.1 mmol), 3-fluoro-4-nitroaniline (500 mg, 3.2 mmol) and water (4 mL) in ethanol (15 mL) under nitrogen. The resulting mixture was stirred at 25° C. for 2 hours. The mixture was filtered, and the filtrate was evaporated to dryness to give a crude residue which was purified by flash silica chromatography, elution gradient 1 to 10percent methanol in DCM (0.1percent DIPEA). Pure fractions were evaporated to dryness to afford the title compound as a black oil (405 mg, 100percent). 1H NMR (DMSO-d6, 300 MHz) δ 6.27 (1H, dd), 6.39 (1H, dd), 6.58 (1H, dd), 9.74 (2H, s); m/z (ES+), [M+H]+=127; acid. HPLC tR=0.227 min.

Reference： [1] Patent: US2018/312490, 2018, A1, . Location in patent: Paragraph 0287

3
[ 57946-56-2 ]
[ 14791-78-7 ]

Reference： [1] Organic Letters, 2015, vol. 17, # 23, p. 5934 - 5937
[2] Organic Letters, 2013, vol. 15, # 14, p. 3734 - 3737

[ 14791-78-7 ] Synthesis Path-Downstream 1~8

Yield	Reaction Conditions	Operation in experiment
93%	With silver tetrafluoroborate; 4,4'-Dimethoxy-2,2'-bipyridin; potassium tert-butylate; hydrogen; In 1,4-dioxane; at 80℃; under 30003.0 Torr; for 24.0h;Autoclave;	General procedure: In Example 1, the m-nitroacetophenone used was replaced with an equimolar 5-nitroindole, and at a hydrogen pressure of4.0 MPa for 24 hours at 80 C. The other procedure was the same as in Example 1 to give 5-aminoindole in a yield of 98%, _: A solution of 16.44 mg (0.04 mmol) 4,4'-dimethoxy-2,2'-bipyridine silver 11.22 mg (0.1 mmol) of potassuim t-butoxide and 1 mL of 1,4-dioxane were charged into an autoclave. After stirring, 165.15 mg (1 mmol) of m-nitroacetophenone was added and the mixture was stirred at 80 C. The reaction was carried out for 8 hours. After the reaction has finishedm the reaction solution was extracted with water and dichloromethane to collect the organic phase. Then, the organic phase was dried over anhydrous Na2SO4, suction filtered, rotary evaporated and chromatographed to give a yellow solid 3-acetanilide. Yield 96 %.
75%	With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide; In dimethyl sulfoxide; at 110℃; for 24.0h;Inert atmosphere; Schlenk technique;	General procedure: Example 9 Synthesis of Aromatic Amines Copper iodide (0.05 mmol), ligand L-II-71 (0.05 or 0.1 mmol), potassium phosphate (1.1 mmol) were added into a 10 mL of Schlenk tube. The tube was then evacuated and backfilled with argon (this sequence was repeated three times), and then aryl chloride (1.0 mmol), 1 mL of DMSO and ammonium hydroxide (2.0 mmol) were added. The reaction mixture was well stirred at 110C. or 120C. for 24 hours. After cooling, water and ethyl acetate were added and mixture was separated. The aqueous phase was extracted twice with ethyl acetate. The combined organic phase was dried over anhydrous sodium sulfate. After concentration, the residue was purified by column chromatography to give the product aromatic amines.
		The process of claim 3 wherein said compound of formula (II) is selected from the group consisting of ... 3-methyl-4-amino-N,N-(ethyl,β-sulphoethyl)aniline, N-[(4'-amino)phenyl]morpholine, N-[(4'-amino)phenyl]piperidine, 2-hydroxyethyl-para-phenylenediamine, fluoro-para-phenylenediamine, carboxy-para-phenylenediamine, sulpho-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, ...

		The following compounds with formula (IV) may in particular be cited: ... 3-methyl 4-amino N,N-(ethyl, β-sulphoethyl) aniline, N-[(4'-amino)phenyl] morpholine, N-[(4'-amino)phenyl] piperidine, 2-β-hydroxyethylparaphenylenediamine, fluoroparaphenylenediamine, carboxyparaphenylenediamine, sulphoparaphenylenediamine, 2-isopropylparaphenylenediamine, 2-n-propylparaphenylenediamine, ...
		The method of claim 4 wherein said para-phenylenediamine is selected from the group consisting of ... 3-methyl-4-amino-N,N-(ethyl,β-sulphoethyl)aniline, N-[(4'-amino)phenyl] morpholine, N-[(4'-amino)phenyl] piperidine, 2-hydroxyethyl-para-phenylenediamine, fluoro-para-phenylenediamine, carboxy-para-phenylenediamine, sulpho-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, ...

2
[ 105931-73-5 ]
[ 14791-78-7 ]

Yield	Reaction Conditions	Operation in experiment
96%	With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate; In ethylene glycol; at 140℃; for 16.0h;Sealed tube;	General procedure: A mixture of substrate (0.25 mmol), complex 1 (2.5 × 10- 3 mmol), Cs2CO3 (1 mmol), Conc. NH3(aq) (0.5 mL) and TBAB (0.25 mmol) in water (0.5 mL) were loaded in a sealed reaction tube. The reaction temperature was increased to 110-140 C and the reaction mixture was stirred for 8-24 h. After cooling to RT, the reaction mixture was poured into a saturated NaCl solution, extracted with ethyl acetate and dried over anhydrous MgSO4. After removal of solvents, the residue was re-crystallized or chromatographed on silica gel. All products were characterized by NMR spectroscopy and were consistent with the literature data.

Reference： [1]Catalysis Communications,2013,vol. 32,p. 28 - 31

3
[ 57946-56-2 ]
[ 14791-78-7 ]

Reference： [1]Organic Letters,2015,vol. 17,p. 5934 - 5937
[2]Organic Letters,2013,vol. 15,p. 3734 - 3737

4
[ 2369-13-3 ]
[ 14791-78-7 ]

Yield	Reaction Conditions	Operation in experiment
100%	With ammonium chloride; zinc; In ethanol; water; at 25℃; for 2.0h;Inert atmosphere;	Zinc powder (4.2 g, 64.1 mmol) was added to ammonium chloride (3.4 g, 64.1 mmol), 3-fluoro-4-nitroaniline (500 mg, 3.2 mmol) and water (4 mL) in ethanol (15 mL) under nitrogen. The resulting mixture was stirred at 25 C. for 2 hours. The mixture was filtered, and the filtrate was evaporated to dryness to give a crude residue which was purified by flash silica chromatography, elution gradient 1 to 10% methanol in DCM (0.1% DIPEA). Pure fractions were evaporated to dryness to afford the title compound as a black oil (405 mg, 100%). 1H NMR (DMSO-d6, 300 MHz) δ 6.27 (1H, dd), 6.39 (1H, dd), 6.58 (1H, dd), 9.74 (2H, s); m/z (ES+), [M+H]+=127; acid. HPLC tR=0.227 min.

Reference： [1]Patent: US2018/312490,2018,A1 .Location in patent: Paragraph 0287

5
2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid [ No CAS ]
[ 14791-78-7 ]
N-(4-amino-3-fluorophenyl)-2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 25℃; for 6.0h;Inert atmosphere;	HATU (678 mg, 1.8 mmol) was added to 2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid (201 mg, 1.2 mmol), <strong>[14791-78-7]2-fluorobenzene-1,4-diamine</strong> (150 mg, 1.2 mmol) and DIPEA (0.3 mL, 1.8 mmol) in DMF (7 mL) under nitrogen. The resulting mixture was stirred at 25 C. for 6 hours, then evaporated to dryness. The crude product was purified by preparative HPLC. Fractions containing the desired compound were evaporated to dryness to afford the title compound as a black solid (200 mg, 61%). 1H NMR (DMSO-d6, 400 MHz) δ 1.24 (6H, d), 2.99 (1H, dt), 4.98 (2H, s), 5.18 (2H, s), 6.72 (1H, dd), 6.99 (1H, dd), 7.38 (1H, dd), 7.85 (1H, s), 10.25 (1H, s); m/z (ES+), [M+H]+=278; acid, HPLC tR=0.979 min.

Reference： [1]Patent: US2018/312490,2018,A1 .Location in patent: Paragraph 0241; 0290

6
2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid [ No CAS ]
[ 14791-78-7 ]
N-{4-[(5,7-dimethoxyquinazolin-4-yl)amino]-3-fluorophenyl}-2-[4-(propan-2-yl)-1H-1,2,3-triazol-1-yl]acetamide [ No CAS ]

Reference： [1]Patent: US2018/312490,2018,A1

7
[ 14791-78-7 ]
[ 938-40-9 ]
4-((4-amino-3-fluorophenyl)amino)-2H-chromen-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In ethanol; at 20 - 70℃; for 6.0h;	General procedure: An appropriate amount of 2a(2b, 2c) (1.0 equiv) and p-phenylenediamineor <strong>[14791-78-7]2-fluorobenzene-1,4-diamine</strong> (1.1 equiv) were dissolved in ethanol in a oven-dried round bottom flask. Et3N (1.0equiv)was added to the reaction mixture. The reaction mixturewaskept at 70 C for 2 h and then stired at room temperature for further4 h. The crude product was recrystallized from ethanol to obtain awhite solid 3a(3b, 3c, 3d).

Reference： [1]European Journal of Medicinal Chemistry,2020,vol. 185

8
[ 14791-78-7 ]
[ 140-92-1 ]
[ 7442-07-1 ]

Yield	Reaction Conditions	Operation in experiment
70%	In N,N-dimethyl acetamide; at 150℃; for 0.08333330000000001h;Microwave irradiation;	General procedure: In a 20mL microwave reaction vial (Biotage), a mixture of substituted 2-halogeno-aniline (1 equiv, 500 mg), O-isopropylxanthic acid potassium salt (PIX) (2 equiv), and DMAC (8 mL) was added. The vial was irradiated at 150 C for 5 min in a Biotage microwave reactor. The mixture was cooled to room temperature. Then it was poured into cold H2O and adjusted to pH 3 by HCl 1N. The precipitate was filtered and washed (5 times) with H2O to afford products without additional purification.

Reference： [1]Synthetic Communications,2020,vol. 50,p. 2007 - 2014

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Ghs Precautionary Statements

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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 14791-78-7 ] {[proInfo.proName]}

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[ 14791-78-7 ] Synthesis Path-Upstream 1~3

[ 14791-78-7 ] Synthesis Path-Downstream 1~8

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Fluorinated Building Blocks

Aryls

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[ 14791-78-7 ]