[ CAS No. 34036-07-2 ] {[proInfo.proName]}

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2D 3D

Structure of 34036-07-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 34036-07-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 34036-07-2 ]

SDS Specification

Alternatived Products of [ 34036-07-2 ]

Product Details of [ 34036-07-2 ]

CAS No. :	34036-07-2	MDL No. :	MFCD00010328
Formula :	C₇H₄F₂O	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	JPHKMYXKNKLNDF-UHFFFAOYSA-N
M.W :	142.10	Pubchem ID :	588088
Synonyms :

Calculated chemistry of [ 34036-07-2 ] Expand+

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 :	0.0
Molar Refractivity :	31.75
TPSA :	17.07 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) :	-5.83 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.41
Log Po/w (XLOGP3) :	1.88
Log Po/w (WLOGP) :	2.62
Log Po/w (MLOGP) :	2.32
Log Po/w (SILICOS-IT) :	2.82
Consensus Log Po/w :	2.21

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.28
Solubility :	0.74 mg/ml ; 0.00521 mol/l
Class :	Soluble
Log S (Ali) :	-1.86
Solubility :	1.96 mg/ml ; 0.0138 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.88
Solubility :	0.188 mg/ml ; 0.00132 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.03

Safety of [ 34036-07-2 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P210-P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P370+P378-P362+P364-P403+P233-P501	UN#:
Hazard Statements:	H227-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 34036-07-2 ]

* 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 [ 34036-07-2 ]

[ 34036-07-2 ] Synthesis Path-Downstream 1~8

1
[ 34036-07-2 ]
[ 3537-14-2 ]
[ 896114-98-0 ]

Yield	Reaction Conditions	Operation in experiment
	In nitrobenzene; at 160℃; for 26h;	1.00 g 2,3-diamino-5-nitro-pyridine and 0.95 g 3,4-difluorobenzaldehyde were stirred in 60 ml nitrobenzene at 160 C for 26 hrs. The solvent was removed under vacuum and the residue dissolved in 40 ml pyridine at 60 C. The solution was cooled in an ice bath. Precipitated product was isolated by filtration and dried to yield 0.5 g of the title product.
	In nitrobenzene; at 160℃; for 26h;	Example 10-1 [2-(3,4-Difluoro-phenyl)-3H-imidazo[4,5-b]pyridin-6-yl]-carbamic acid isopropyl ester a) 2-(3,4-Difluoro-phenyl)-6-nitro-3H-imidazo[4,5-b]pyridine; 1.00 g 2,3-diamino-5-nitro-pyridine and 0.95 g 3,4-difluorobenzaldehyde were stirred in 60 ml nitrobenzene at 160 C. for 26 hrs. The solvent was removed under vacuum and the residue dissolved in 40 ml pyridine at 60 C. The solution was cooled in an ice bath. Precipitated product was isolated by filtration and dried to yield 0.5 g of the title product.

Reference： [1]Patent: US2008/39460,2008,A1 .Location in patent: Page/Page column 24
[2]Patent: US2008/9492,2008,A1 .Location in patent: Page/Page column 29

2
monohydrate of hydrazine [ No CAS ]
[ 28785-06-0 ]
[ 34036-07-2 ]
1-(3,4-difluorobenzylidene)-2-(4-propylbenzylidene)hydrazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate; triethylamine; In ethanol; dichloromethane;	(Example 4) Synthesis of 1-(3,4-difluorobenzylidene)-2-(4-propylbenzylidene)hydrazine (Compound No. 7 set forth in Table 1) To 40 g of a monohydrate of hydrazine was added a solution of 10 g of <strong>[28785-06-0]4-propylbenzaldehyde</strong> in 50 m of ethanol. The mixture was stirred at room temperature for 30 minutes. To the mixture was then added 150 m of saturated aqueous solution of sodium bicarbonate. To the mixture was then added 100 m of dichloromethane. The mixture was then washed with 150 m of saturated aqueous solution of sodium bicarbonate twice. To the resulting organic phase was then added 5 m of triethylamine. The mixture was then dehydrated and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure. To the residue was then added 5 m of triethylamine. To the mixture were then added 50 m of ethanol and 8.5 g of 3,4-difluorobenzaldehyde. The mixture was then stirred at room temperature for 6.5 hours. To the mixture was then added 150 m of saturated aqueous solution of sodium bicarbonate. To the mixture was then added 100 m of dichloromethane. The mixture was then washed with 150 m of saturated aqueous solution of sodium bicarbonate twice. The solvent was then distilled off under reduced pressure. The residue was purified through alumina (basic) column chromatography (dichloromethane), and then recrystallized from methanol to obtain 5.7 g of 1-(3,4-difluorobenzylidene)-2-(4-propylbenzylidene)hydrazine. The compound thus obtained had a melting point of 50°C and exhibited nematic phase up to 59.5°C. The foregoing procedure was followed except that 4-methylbenzaldehyde, 4-ethylbenzaldehyde, 4-butylbenzaldehyde, 4-pentylbenzaldehyde, 4-heptylbenzaldehyde or 4-methoxybenzaldehyde was used instead of <strong>[28785-06-0]4-propylbenzaldehyde</strong>.

Reference： [1]Patent: EP825176,1998,A1

3
[ 34036-07-2 ]
[ 120-35-4 ]
3-(3,4-Difluoro-benzylamino)-4-methoxy-N-phenyl-benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Example 274 3-(3,4-Difluoro-benzylamino)-4-methoxy-N-phenyl-benzamide The title compound has been made using the procedure of Example 50, but using 3-amino-4-methoxy-N-phenyl benzamide and 3,4-difluorobenzaldehyde as starting materials, which can be purchased from Aldrich; m.p. 150-152 C.

Reference： [1]Patent: US6268387,2001,B1

4
[ 34036-07-2 ]
[ 1779-49-3 ]
[ 405-03-8 ]

Yield	Reaction Conditions	Operation in experiment
		Methyltriphenylphosphonium bromide (251.31 g, 0.7037 mol), l,8-diazabicyclo[5.4.0]undec- 7-ene (117.84 g, 0.7741 mol) and toluene (250 ml) were taken into a clean and dry reaction assembly. The resulting mixture was heated at 40-45C, followed by stirring for 30 minutes. 3,4-Difluorobenzaldehyde (50 g, 0.3518 mol) was slowly added to the hot solution and the reaction mixture was heated at reflux temperature, followed by maintaining for 5 hours at reflux. After completion of the reaction, the mass was cooled to 25-30C, followed by washing with water (2 x 250 ml). The resulting mass was distilled under reduced pressure while maintaining the temperature at below 50C to give 3,4-difiuorostyrene.
		Example 1 Preparation of 3,4-Difluorostyrene Methyltriphenylphosphonium bromide (71 g, 0.2111 mol), 1,8-diazabicyclo[5.4.0]undec-7-ene (35.37 g, 0.2311 mol) and toluene (75 ml) were taken into a clean and dry reaction assembly. The resulting mixture was heated at 40-45 C., followed by stirring for 30 minutes. 3,4-Difluorobenzaldehyde (15 g, 0.1055 mol) was slowly added to the above hot solution and the reaction mixture was heated at reflux temperature, followed by maintaining for 6 hours at reflux. After completion of the reaction, the mass was cooled to 25-30 C., followed by washing with water (2*250 ml). The resulting mass was distilled under reduced pressure while maintaining the temperature at below 50 C. to give 3,4-difluorostyrene.
		General procedure: To a stirred suspension of methyltriphenylphosphonium bromide (1.61 g, 4.51 mmol, 1.5 equiv.)in 10 mL dry THF at -78 C under argon atmosphere, n-butyllithium (2.8 mL, 4.51 mmol, 1.6 Msolution in THF, 1.5 equiv.) was added dropwise. The yellow solution was allowed to stir for 15min. before addition of the 3,4 dimethoxybenzadehyde 5a (0.5 g, 3 mmol, 1 equiv.) in 5 mL dryTHF, upon which, the mixture turned white or pale yellow. After 2 h (or observed completion ofthe reaction by TLC), saturated ammonium chloride was added and the mixture extracted withCH2Cl2. The combined organic extracts were then dried (Na2SO4), and concentrated in vacuo. Evaporation of the solvent under reduced pressure gave the crude product. Purification by flashcolumn chromatography (Silica gel 230-400 mesh, 1-10% ethyl acetate/ petroleum ether)afforded the desired styrene 6a as a colorless liquid.

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 1885 - 1902
[2]Patent: WO2012/1531,2012,A2 .Location in patent: Page/Page column 44-45
[3]Patent: US2013/165696,2013,A1 .Location in patent: Paragraph 0274; 0275
[4]Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,p. 1056 - 1062

5
[ 34036-07-2 ]
[ 31105-90-5 ]

Reference： [1]Tetrahedron,2016,vol. 72,p. 7256 - 7262

6
[ 40800-65-5 ]
[ 34036-07-2 ]
ethyl 4-[(3,4-difluorophenyl)methylidene]amino}-3-methylbenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	In ethanol; for 18h;Reflux;	Step 1. Synthesis of ethyl 4-[(3,4-difluorophenyl)methylidene]amino}-3-methylbenzoate A solution of <strong>[40800-65-5]ethyl 4-amino-3-methylbenzoate</strong> (0.706 g, 3.94 mmol) and 3,4-difluorobenzaldehye (1.00 mL, 9.08 mmol) in ethanol (10 mL) was stirred at reflux for 18 h and cooled to room temperature. The crude was washed with diethyl ether/n-hexane (1:20) to give ethyl 4-[(3,4-difluorophenyl)methylidene]amino}-3-methylbenzoate (0.986 g, 83%) as an orange solid. 1H NMR (CDCl3, 400 MHz) delta 8.28 (s, 1H), 7.91-7.81 (m, 3H), 7.62-7.59 (m, 1H), 7.31-7.27 (m, 1H), 6.91 (d, 1H), 4.38 (q, 2H), 2.36 (s, 3H), 1.40 (t, 3H).

Reference： [1]Patent: US2017/253569,2017,A1 .Location in patent: Paragraph 1212-1213

7
[ 34036-07-2 ]
[ 1986-47-6 ]
(1S*,2R*)-N-(3,4-difluorobenzyl)-2-phenylcyclopropan-1-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
37%		General procedure: Trans-2-phenylcyclopropylamine hydrochloride (1.0 eq.), acetic acid (1.0eq.) and the appropriate aldehyde (0.9 eq.) were dissolved in around bottom flask in 10 mL dry DCE. The reaction mixture was stirred gently at room temperature for 2 h before sodium triacetoxyborohydride (3.0 eq.) was added in small portions to the reaction vessel. The reaction was monitored by TLC and quenched using 10 mL of an aqueous (5%) NaHCO3 solution. The organic layer was separated and the aqueous layer extracted three times with10 mL of DCE. All organic layers were combined, dried over anhydrous Na2SO4, concentrated in vacuo and purified using flash chromatography (silica gel; cyclohexane/ethyl acetate) to give the desired compound.

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 144,p. 52 - 67

8
[ 34036-07-2 ]
[ 3537-14-2 ]
[ 896116-38-4 ]

Reference： [1]Patent: US2008/39460,2008,A1

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Isomers

Technical Information

• Alkyl Halide Occurrence • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Julia-Kocienski Olefination • Knoevenagel Condensation • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Stetter Reaction • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Historical Records

Pharmaceutical Intermediates of
[ 34036-07-2 ]

Ticagrelor Intermediates

[ 274693-55-9 ]

2-(((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

[ 51779-32-9 ]

Di-tert-butyl iminodicarboxylate

[ 1068-90-2 ]

Diethyl 2-acetamidomalonate

[ 145783-15-9 ]

4,6-Dichloro-2-(propylthio)pyrimidin-5-amine

[ 141-82-2 ]

Malonic acid

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[ 34036-07-2 ]

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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. 34036-07-2 ] {[proInfo.proName]}

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[ 34036-07-2 ] Synthesis Path-Downstream 1~8

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Fluorinated Building Blocks

Aryls

Aldehydes

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