[ CAS No. 6952-59-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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2D 3D

Structure of 6952-59-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 6952-59-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 6952-59-6 ]

SDS Specification

Alternatived Products of [ 6952-59-6 ]

Product Details of [ 6952-59-6 ]

CAS No. :	6952-59-6	MDL No. :	MFCD00001796
Formula :	C₇H₄BrN	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	STXAVEHFKAXGOX-UHFFFAOYSA-N
M.W :	182.02	Pubchem ID :	23381
Synonyms :

Calculated chemistry of [ 6952-59-6 ] Expand+

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 :	0.0
Molar Refractivity :	38.86
TPSA :	23.79 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.15 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.91
Log Po/w (XLOGP3) :	1.77
Log Po/w (WLOGP) :	2.32
Log Po/w (MLOGP) :	2.21
Log Po/w (SILICOS-IT) :	2.5
Consensus Log Po/w :	2.14

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.58
Solubility :	0.482 mg/ml ; 0.00265 mol/l
Class :	Soluble
Log S (Ali) :	-1.89
Solubility :	2.36 mg/ml ; 0.013 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.33
Solubility :	0.0842 mg/ml ; 0.000462 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.74

Safety of [ 6952-59-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302+H312+H332-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 6952-59-6 ]

* 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 [ 6952-59-6 ]
Downstream synthetic route of [ 6952-59-6 ]

[ 6952-59-6 ] Synthesis Path-Upstream 1~2

1
[ 15226-74-1 ]
[ 6952-59-6 ]
[ 6148-64-7 ]
[ 62088-13-5 ]

Yield	Reaction Conditions	Operation in experiment
60%	With 1H-imidazole; palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; magnesium chloride In tetrahydrofuran at 90℃; for 0.5 h; Microwave irradiation	To a stirred mixture of aryl or heteroaryl halide(Br, I) (0.5 mmol), potassium mono ethyl malonate (0.75 mmol) in THF (10 mL) taken in a 30 mL microwave vial, was added Pd(OAc)₂(5 molpercent), Xantphos (5 mol percent), MgCl₂ (0.75), Et₃N ( 0.75mmol), imidazole (1 mmol) followed by Co₂(CO)₈(0.15mmol). The vial was sealed immediately and microwave irradiated at 90°C for 30min. The reaction mixture was concentrated and diluted with ethyl acetate and water. The ethyl acetate layer was separated, dried over sodium sulphate and concentrated. The crude product obtained was purified by column chromatography to get the pure compound.

Reference： [1] Tetrahedron Letters, 2014, vol. 55, # 25, p. 3525 - 3528

2
[ 74-85-1 ]
[ 6952-59-6 ]
[ 34136-57-7 ]

Yield	Reaction Conditions	Operation in experiment
55%	With (1,2-dimethoxyethane)dichloronickel(II); N,N,N,N,-tetramethylethylenediamine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; water; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 80℃; for 24 h; Schlenk technique; Sealed tube; Irradiation	General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)₂PF₆ (1.8 mg, 0.002 mmol, 1 mol percent), NiCl₂.glyme (4.4mg, 0.02 mmol, 10 mol percent), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrer bar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N’,N’-tetramethylethylenediamine, TMEDA(60 μL, 2 equiv.), N,N-diisopropylethylamine, DIPEA (70 μL, 2 equiv.) and H₂O (7.2 μL, 2 equiv.) were subsequently added in this order. The mixture was then irradiated with blue LED (2 meter strip, 18 W)with ethylene balloon for 24 hours at 80^oC (Figure S1). The reaction was added water (30 mL) and extracted with ethyl acetate (10 mL) three times. Combined organic layer was successively washed with brine three times and dried over Na₂SO₄ and concentrated under reduced pressure. The residue was then subjected to flash column chromatography (hexane or hexane/ethyl acetate) to yield theproduct

Reference： [1] Chem, 2019, p. 192 - 203

[ 6952-59-6 ] Synthesis Path-Downstream 1~10

1
[ 67-56-1 ]
[ 6952-59-6 ]
[ 201230-82-2 ]
[ 1877-72-1 ]
[ 13531-48-1 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 8336 - 8340

2
[ 6952-59-6 ]
[ 201230-82-2 ]
[ 1877-72-1 ]
[ 13531-48-1 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 8336 - 8340

3
[ 6952-59-6 ]
[ 85416-75-7 ]
[ 686712-07-2 ]

Yield	Reaction Conditions	Operation in experiment
90%		A mixture OF 4- (3-CYCLOPENTYLOXY-4-METHOXYPHENYL)-PYRROLIDIN-2-ONE (1.5 g, 5 MUNOL), 3-bromobenzonitrile (1.36 g, 7.5 mmol), potassium phosphate (1.9 g, 9.8 mmol), and 1, 2-trans-cyclohexanediamine (60 PL) was created in a dry round bottom flask under nitrogen containing DMF (9 mL) and dioxane (9 mL). The mixture was stirred and Cul (100 mg) was added. The resulting reaction mixture was heated to 110 C with stirring under N2 for 20 h, and then cooled to r. t. The mixture was diluted with EtOAc and then filtered. The filtrate was washed with saturated aqueous solutions OF NH4C1 and brine, dried over MGS04, and concentrated under reduced pressure. Chromatography on silica gel (EtOAc: hexane = 1: 3 to 1: 1) gave 1. 81 g of 3-[4-(3-cyclopentyloxy-4-methoxy-phenyl)-2-oxo-pyrrolidin-1- yl]benzonitrile. Yield: 90%. 1. la 3-[4-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-pyrrolidin-1-yl]- benzonitrile 1H NMR (CDCl3) : 87. 97 (1H, s), 7.93 (1H, d, J = 8. 1 HZ), 7.46 (1H, d, J = 8. 1 Hz), 7.44 (1H, d, J = 8 Hz), 6.81 (3H, m), 4.76 (1H, brs), 4.16 (1H, t, J = 11.8 Hz), 3.84 (3H, s), 3.84 (1H, t, J = 11. 8 HZ) 3.66 (1H, m) 3.03 (1H, q, J = 8. 4 HZ), 2.81 (1H, q, J = 8. 4 HZ), 1.60-1. 89 (8H, m).

Reference： [1]Patent: WO2004/37784,2004,A2 .Location in patent: Page 47-48

4
[ 67-56-1 ]
[ 6952-59-6 ]
[ 201230-82-2 ]
[ 13531-48-1 ]

Reference： [1]Journal of Organic Chemistry,2008,vol. 73,p. 7102 - 7107

5
[ 6952-59-6 ]
[ 1569-16-0 ]
[ 1256347-59-7 ]

Reference： [1]Organic Letters,2010,vol. 12,p. 5359 - 5361

6
[ 6952-59-6 ]
[ 116332-54-8 ]
[ 1385033-49-7 ]

Yield	Reaction Conditions	Operation in experiment
17%	With n-butyllithium; In tetrahydrofuran; hexane;Inert atmosphere;	General procedure: To a solution of compound 9a (2.0 g, 10.2 mmol) and 3-bromobenzonitrile 10 (1.86 g, 10.2 mmol) in anhydrous THF was added dropwise n-BuLi (2.0 M solution in n-hexane, 10.2 mL, 20.5 mmol) at -78 C under Ar. After the addition of n-BuLi, the solution was poured into ice-cold 1 M HCl, and the organic phase was extracted with AcOEt, washed with brine twice, and dried over Na2SO4. Then, the solvent was removed under reduced pressure and the resulting brown oil was purified by silica-gel column chromatography (n-hexane:EtOAc = 5:1) to yield the benzophenone derivative 13a as a white solid (457 mg, 19%).

Reference： [1]Bioorganic and Medicinal Chemistry,2012,vol. 20,p. 4279 - 4289

7
[ 6952-59-6 ]
[ 121554-10-7 ]

Reference： [1]Journal of Organic Chemistry,2013,vol. 78,p. 2786 - 2791

8
[ 6952-59-6 ]
[ 348-59-4 ]
[ 1638159-39-3 ]

Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 1586 - 1596

9
[ 6952-59-6 ]
[ 621-38-5 ]

Reference： [1]Advanced Synthesis and Catalysis,2015,vol. 357,p. 197 - 209

10
[ 57772-50-6 ]
[ 6952-59-6 ]
2-(3-bromophenyl)-8-methylquinazoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With C39H32Cl2N5PRu; potassium tert-butylate; In tert-Amyl alcohol; at 130℃; for 2h;Sealed tube;	General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

Reference： [1]Tetrahedron,2019,vol. 75,p. 2697 - 2705

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blaise Reaction ? Blanc Chloromethylation ? Catalytic Hydrogenation ? Complex Metal Hydride Reductions ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Ritter Reaction ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Thorpe-Ziegler Reaction ? Vilsmeier-Haack Reaction

Historical Records

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[ 6952-59-6 ]

Aryls

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3-Bromo-5-methylbenzonitrile

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5-Bromo-2-methylbenzonitrile

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5-Bromoisophthalonitrile

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4-Bromobenzonitrile

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5-Bromo-2-methylbenzonitrile

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P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 6952-59-6 ] {[proInfo.proName]}

Quality Control of [ 6952-59-6 ]

Related Doc. of [ 6952-59-6 ]

Product Details of [ 6952-59-6 ]

Calculated chemistry of [ 6952-59-6 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 6952-59-6 ]

Application In Synthesis of [ 6952-59-6 ]

[ 6952-59-6 ] Synthesis Path-Upstream 1~2

[ 6952-59-6 ] Synthesis Path-Downstream 1~10

Technical Information

Related Functional Groups of [ 6952-59-6 ]

Aryls

Bromides

Nitriles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 6952-59-6 ]