[ CAS No. 1609373-98-9 ] {[proInfo.proName]}

Name: 1609373-98-9|2-Methylbenzofuro[2,3-b]pyridin-8-yl trifluoromethanesulfonate|98%
Brand: Ambeed
SKU: A440783
Price: 7.0 USD
Availability: InStock
Rating: 98 (30 reviews)

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Cat. No.: {[proInfo.prAm]}

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Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

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Quality Control of [ 1609373-98-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1609373-98-9 ]

SDS Specification

Alternatived Products of [ 1609373-98-9 ]

Product Details of [ 1609373-98-9 ]

CAS No. :	1609373-98-9	MDL No. :	MFCD32633462
Formula :	C₁₃H₈F₃NO₄S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IVBUSTUQAWHPIQ-UHFFFAOYSA-N
M.W :	331.27	Pubchem ID :	86718308
Synonyms :

Calculated chemistry of [ 1609373-98-9 ]

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	13
Fraction Csp3 :	0.15
Num. rotatable bonds :	3
Num. H-bond acceptors :	8.0
Num. H-bond donors :	0.0
Molar Refractivity :	72.13
TPSA :	77.78 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.42 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.46
Log Po/w (XLOGP3) :	4.08
Log Po/w (WLOGP) :	5.86
Log Po/w (MLOGP) :	2.42
Log Po/w (SILICOS-IT) :	2.72
Consensus Log Po/w :	3.51

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.7
Solubility :	0.00656 mg/ml ; 0.0000198 mol/l
Class :	Moderately soluble
Log S (Ali) :	-5.42
Solubility :	0.00126 mg/ml ; 0.00000382 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-5.5
Solubility :	0.00104 mg/ml ; 0.00000315 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.98

Safety of [ 1609373-98-9 ]

Signal Word:	Danger	Class:	9
Precautionary Statements:	P264-P270-P280-P301+P312-P305+P351+P338-P310-P330-P501	UN#:	3077
Hazard Statements:	H302-H318	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 1609373-98-9 ]

* 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 [ 1609373-98-9 ]

[ 1609373-98-9 ] Synthesis Path-Downstream 1~39

1
[ 40972-86-9 ]
[ 1609373-98-9 ]

Reference： [1]Patent: EP2730583,2014,A1

2
[ 126325-46-0 ]
[ 1609373-98-9 ]

Reference： [1]Patent: EP2730583,2014,A1

3
[ 1609373-95-6 ]
[ 1609373-98-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetic acid; tert.-butylnitrite / tetrahydrofuran / 2 h / 0 °C 2: pyridine hydrochloride / 15 h / 200 °C 3: pyridine / dichloromethane / 0 °C
	Multi-step reaction with 3 steps 1: acetic acid; isopentyl nitrite / 0 - 10 °C / Inert atmosphere 2: boron tribromide / dichloromethane / 0 - 25 °C / Inert atmosphere 3: triethylamine / dichloromethane / 0 - 30 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1
[2]Current Patent Assignee: JIANGSU HUAYI TECHNOLOGY CO., LTD - CN110950898, 2020, A

4
[ 1609373-96-7 ]
[ 1609373-98-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: pyridine hydrochloride / 15 h / 200 °C 2: pyridine / dichloromethane / 0 °C
	Multi-step reaction with 2 steps 1: boron tribromide / dichloromethane / 0 - 25 °C / Inert atmosphere 2: triethylamine / dichloromethane / 0 - 30 °C / Inert atmosphere
	Multi-step reaction with 2 steps 1: pyridine hydrochloride / 200 °C 2: dichloromethane / 0 - 20 °C

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1
[2]Current Patent Assignee: JIANGSU HUAYI TECHNOLOGY CO., LTD - CN110950898, 2020, A
[3]Ma, Zequn; Jing, Chaojun; Hang, Deyu; Fan, Hongtao; Duan, Lumeng; Fang, Shuqing; Yan, Li [RSC Advances, 2021, vol. 11, # 18, p. 11004 - 11010]

5
[ 308795-93-9 ]
[ 1609373-98-9 ]
[ 1609374-01-7 ]

Yield	Reaction Conditions	Operation in experiment
82%	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos In tetrahydrofuran at 60 - 65℃; for 12h; Inert atmosphere;	Preparation of 2-methyl-8-(4-methylpyridin-2-yl)benzofuro[2,3-b]pyridine: Into a solution of 2-methylbenzofuro[2,3-b]pyridin-8-yl trifluoromethanesulfonate (4.45 g, 13.43 mmol), dicyclohexyl(2’,4’,6’-triisopropyl-[1,1’-biphenyl]-2-yl)phosphine (0.512 g, 1.075 mmol) and Pd2dba3 (0.246 g, 0.269 mmol)in THF 50 ml was added a solution of 4-methyl-2-pyridylzinc bromide solution (50 ml, 0.5 M, 25 mmol). The reactionmixture was heated at 60-65 °C under nitrogen for 12 h and quenched with saturated sodium bicarbonate solution. Thesuspension was filtered through a short plug of Celite. The filtrate was washed with brine and dried over magnesiumsulfate. Unpon evaporation off the solvent, the residue was purified by column chromatography on silica gel with 25-50%ethyl acetate in dichlomethane as eluent to yield 3.02 g (82%) of desired product as a white solid.

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1 Location in patent: Paragraph 0167; 0168

6
[ 1609373-98-9 ]
pyridin-2-ylzinc(II) bromide [ No CAS ]
[ 1609373-99-0 ]

Yield	Reaction Conditions	Operation in experiment
65%	With tris-(dibenzylideneacetone)dipalladium(0); XPhos; In tetrahydrofuran; at 60 - 65℃; for 12h;	Into a solution of 2-methylbenzofuro[2,3-b]pyridin-8-yl trifluoromethanesulfonate (4 g, 12.07 mmol), Pd2dba3(0.221 g, 0.241 mmol) and 2-dicyclohexylphosphino-2?,4?,6?-triisopropylbiphenyl (0.230 g, 0.483 mmol) in THF (80 ml)was added a solution of pyridin-2-ylzinc(II) bromide (36.2 ml, 0.5 M, 18.11 mmol) in THF at 60 C. It was stirred at 65C for 12 h and quenched with saturated ammonium chloride solution. The organic phase was isolated, diluated withethyl acetate, washed with brine, and dried over magnesium sulfate. Upon evaporation off the solvent, the residue waspurified by column chromatography on silica gel with 5-20% ethyl acetate in dichlomethane as eluent to yield 2.05 g(65%) of desired product as a white solid.

Reference： [1]Patent: EP2730583,2014,A1 .Location in patent: Paragraph 0157; 0158

7
[ 358-23-6 ]
[ 1609373-97-8 ]
[ 1609373-98-9 ]

Yield	Reaction Conditions	Operation in experiment
80%	With pyridine In dichloromethane at 0℃;	Preparation of 2-methylbenzofuro[2,3-b]pyridin-8-yl trifluoromethanesulfonate Into a suspension of 2-methylbenzofuro[2,3-b]pyridin-8-ol (6.7 g, 33.6 mmol) in dichloromethane (300 ml) wasadded dropwise a solution of trifluoromethanesulfonic anhydride (8.47 ml, 50.5 mmol) in dichloromethane (30 ml) at 0°C. After stirring overnight, the reaction was quenched with saturated sodium bicarbonate. The organic phase wasisolated, washed with brine and dried over sodium sulfate. Upon evaporation off the solvent, the crude product waspurified by column chromatography on silica gel with dichloromethane as eluent to obtain 8.95 g (80%) of desired productas a pale yellow solid.
78.7%	With triethylamine In dichloromethane at 0 - 30℃; Inert atmosphere;	1.7.19-1.7.21 Step 7. Preparation of compound 7 Under the protection of N2,Add compound 6 to the reaction bottle in sequenceDichloromethane and triethylamine, cool down to 0-5 ,Slowly add trifluoromethanesulfonic anhydride in dichloromethane,Drip in 0-30min, react at 0-5 for 10-20min,Warm to 20-30 for 1-2h,Extract with ethyl acetate, combine the organic phases, wash with saturated brine,After drying, spin-drying, column separation to obtain compound 7,The chemical formula of compound 7 is: column separation condition: silica gel (300-400 mesh),According to the molar ratio, the eluent is n-hexane: ethyl acetate = 15: 1-3: 1.
	In dichloromethane at 0 - 20℃;

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1 Location in patent: Paragraph 0155; 0156
[2]Current Patent Assignee: JIANGSU HUAYI TECHNOLOGY CO., LTD - CN110950898, 2020, A Location in patent: Paragraph 0096; 0132-0138
[3]Ma, Zequn; Jing, Chaojun; Hang, Deyu; Fan, Hongtao; Duan, Lumeng; Fang, Shuqing; Yan, Li [RSC Advances, 2021, vol. 11, # 18, p. 11004 - 11010]

8
[ 1609373-98-9 ]
[ 1609368-30-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 12 h / 60 - 65 °C 2: ethanol / 20 h / Reflux

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1

9
[ 1609373-98-9 ]
[ 1609368-31-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 12 h / 60 - 65 °C 2: sodium ethanolate / ethyl [2]alcohol / 72 h / Reflux 3: 2-ethoxy-ethanol; N,N-dimethyl-formamide / 18 h / 130 °C

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1

10
[ 1609373-98-9 ]
[ 1609368-32-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 12 h / 60 - 65 °C 2: sodium ethanolate / ethyl [2]alcohol / 72 h / Reflux 3: 2-ethoxy-ethanol; N,N-dimethyl-formamide / 18 h / 130 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1

11
[ 1609373-98-9 ]
[ 1609374-00-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran / 12 h / 60 - 65 °C 2: sodium ethanolate / ethyl [2]alcohol / 72 h / Reflux
	Multi-step reaction with 3 steps 1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 80 °C 2.1: potassium carbonate / tetrahydrofuran / 0.5 h / Inert atmosphere 2.2: 12 h / 80 °C 3.1: sodium t-butanolate; dimethylsulfoxide-d6 / 12 h / 80 °C

Reference： [1]Current Patent Assignee: UNIVERSAL DISPLAY CORP - EP2730583, 2014, A1
[2]Current Patent Assignee: ZHEJIANG HUAXIAN OPTOELECTRONICS TECHNOLOGY CO LTD - CN109810146, 2019, A

12
[ 1609373-98-9 ]
[ 1609373-99-0 ]

Reference： [1]Patent: CN109810146,2019,A

13
[ 1609373-98-9 ]
C₃₉H₃₅IrN₄O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 80 °C 2.1: potassium carbonate / tetrahydrofuran / 0.5 h / Inert atmosphere 2.2: 12 h / 80 °C 3.1: 2-ethoxy-ethanol; N,N-dimethyl-formamide / 18 h / 130 °C