[ CAS No. 1223063-81-7 ] {[proInfo.proName]}

Name: 1223063-81-7|6-Fluoro-2,2'-bipyridine|95%
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3d Animation Molecule Structure of 1223063-81-7

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Quality Control of [ 1223063-81-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1223063-81-7 ]

SDS Specification

Alternatived Products of [ 1223063-81-7 ]

Product Details of [ 1223063-81-7 ]

CAS No. :	1223063-81-7	MDL No. :	MFCD22576117
Formula :	C₁₀H₇FN₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HAVPRINSIVTMIX-UHFFFAOYSA-N
M.W :	174.17	Pubchem ID :	58555936
Synonyms :

Calculated chemistry of [ 1223063-81-7 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	47.43
TPSA :	25.78 Å²

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) :	-6.01 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.1
Log Po/w (XLOGP3) :	1.91
Log Po/w (WLOGP) :	2.7
Log Po/w (MLOGP) :	1.33
Log Po/w (SILICOS-IT) :	2.91
Consensus Log Po/w :	2.19

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.74
Solubility :	0.317 mg/ml ; 0.00182 mol/l
Class :	Soluble
Log S (Ali) :	-2.07
Solubility :	1.47 mg/ml ; 0.00842 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.45
Solubility :	0.00625 mg/ml ; 0.0000359 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.06

Safety of [ 1223063-81-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1223063-81-7 ]

* 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 [ 1223063-81-7 ]
Downstream synthetic route of [ 1223063-81-7 ]

[ 1223063-81-7 ] Synthesis Path-Upstream 1~2

1
[ 109-04-6 ]
[ 1223063-81-7 ]

Yield	Reaction Conditions	Operation in experiment
27%	With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium carbonate In ethanol at 85℃; for 16 h; Inert atmosphere	General procedure: A 10-mL Schlenk tube was charged with Pd(OAc)₂ (1.7 mg, 0.0075 mmol, 3.0 mol percent), SPhos (6.2 mg, 0.015 mmol, 6.0 mol percent), Na₂CO₃ (53.0 mg, 0.50 mmol, 2.0 equiv), potassium 6-fluoropyridine-2-trifluoroborate (101.5 mg, 0.50 mmol, 2.0 equiv) and heteroaryl halides (0.25 mmol, 1.0 equiv), followed by the addition of ethanol (2.0 ml). The reaction was carried out at 85 °C for 16 h under the protection of nitrogen gas. Then, the reaction mixture was allowed to cool down to room temperature and the reaction solution was filtered through a thin pad of silica gel (eluting with ethyl acetate) and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel flash chromatography to produce the desired products (ethyl acetate/hexane=1:2-1:80).

Reference： [1] Tetrahedron, 2012, vol. 68, # 5, p. 1351 - 1358

2
[ 144100-07-2 ]
[ 1223063-81-7 ]

Reference： [1] Tetrahedron, 2012, vol. 68, # 5, p. 1351 - 1358

[ 1223063-81-7 ] Synthesis Path-Downstream 1~11

1
[ 109-04-6 ]
potassium 6-fluoropyridine-2-trifluoroborate [ No CAS ]
[ 1223063-81-7 ]

Yield	Reaction Conditions	Operation in experiment
27%	With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium carbonate; In ethanol; at 85℃; for 16h;Inert atmosphere;	General procedure: A 10-mL Schlenk tube was charged with Pd(OAc)2 (1.7 mg, 0.0075 mmol, 3.0 mol %), SPhos (6.2 mg, 0.015 mmol, 6.0 mol %), Na2CO3 (53.0 mg, 0.50 mmol, 2.0 equiv), potassium 6-fluoropyridine-2-trifluoroborate (101.5 mg, 0.50 mmol, 2.0 equiv) and heteroaryl halides (0.25 mmol, 1.0 equiv), followed by the addition of ethanol (2.0 ml). The reaction was carried out at 85 C for 16 h under the protection of nitrogen gas. Then, the reaction mixture was allowed to cool down to room temperature and the reaction solution was filtered through a thin pad of silica gel (eluting with ethyl acetate) and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel flash chromatography to produce the desired products (ethyl acetate/hexane=1:2-1:80).

Reference： [1]Tetrahedron,2012,vol. 68,p. 1351 - 1358

2
[ 144100-07-2 ]
[ 1223063-81-7 ]

Reference： [1]Tetrahedron,2012,vol. 68,p. 1351 - 1358

3
[ 144100-07-2 ]
pyridin-2-ylzinc(II) bromide [ No CAS ]
[ 1223063-81-7 ]

Yield	Reaction Conditions	Operation in experiment
57%	With tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; at 20℃;Inert atmosphere;	To an oven dried, N2 filled round bottom flask was added 17 ml of a 0.5 M solution of pyridin-2-ylzinc (II) bromide (8.50 mmol) in THF and 2-bromo-6-fluoropyridine (1.0 g, 5.67 mmol). Then Pd(PPh3)4 (0.131 g, 0.11 mmol) was added as a single portion at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction was monitored by TLC until the starting bromo-pyridine had been consumed. The crude product was poured into an EDTA/K2C03 aqueous solution (-100 mL saturated in both EDTA and K2C03) and extracted with Et20 (-100 mL). The organic layer was separated and dried with Na2S04. After concentration, the product was purified by silica gel (125 mL S1O2) chromatography with a gradient elution starting with 10% and progressing to 20% ethyl acetate/hexanes to give a white solid (563 mg, 3.23 mmol, 57% yield). MR (300 MHz, de-DMSO) delta 8.71 (d, J= 4.7 Hz, 1H), 8.32 (dd, J= 7.4, 2.7 Hz, 1H), 8.26 (d, J= 7.9 Hz, 1H), 8.15 (ap q, J= 7.7 Hz, 1H), 7.96 (dt, 7= 7.7, 1.6 Hz, 1H), 7.50 (dd, 7= 7.2, 4.7 Hz, 1H), 7.21 (dd, 7= 8.1, 2.8 Hz, 1H). This molecule was previously prepared through an alternate procedure and the characterization data was in agreement.

Reference： [1]Patent: WO2019/23436,2019,A1 .Location in patent: Paragraph 00105-00107

4
[ 1223063-81-7 ]
[ 312322-07-9 ]

Reference： [1]Patent: WO2019/23436,2019,A1

5
[ 288-13-1 ]
[ 1223063-81-7 ]
[ 135853-33-7 ]

Yield	Reaction Conditions	Operation in experiment
87%		To an oven dried, N2 filled round bottom flask was added lH-pyrazole (479 mg, 7.04 mmol), sodium tert-butoxide (678 mg, 7.06 mmol), and 5 ml of N2-degassed, dry DMSO at room temperature. Note: reaction gives off heat. After stirring for 10 minutes the reaction ceased to give off heated. <strong>[1223063-81-7]6-fluoro-2,2'-bipyridine</strong> (1.2 g, 6.89 mmol) was added in one portion. The reaction was heated to 100C with stirring and monitored by TLC. After 24 hours, the reaction was cooled to room temperature and the mixture was extracted with Et20 (-100 mL) and H2O (-100 mL). The organics were separated and dried with Na2S04. The concentrated mixture was then purified by silica gel chromatography first by eluting 100% DCM to remove any excess pyrazole, then 50% MeOH/DCM to give a white solid (1.3 g, 5.99 mmol, 87% yield). NMR (300 MHz, de-DMSO) delta 8.92 (d, 7= 1.8 Hz, 1H), 8.72 (d, 7= 3.8 Hz, 1H), 8.58 (dd, 7= 7.7, 0.8 Hz, 1H) 8.33 (d, 7= 7.7 Hz, 1H), 8.11 (t, 7= 7.7 Hz, 1H), 8.05-7.95 (m, 2H), 7.87 (d, 7= 0.7 Hz, 1H), 7.51 (dd, 7= 7.7 ,4.8 Hz, 1H), 6.64 (ap t, 7= 1.6 Hz, 1H). This molecule was previously prepared through an alternate procedure and the characterization data was in agreement.

Reference： [1]Patent: WO2019/23436,2019,A1 .Location in patent: Paragraph 00105; 00108-00109

6
[ 14099-01-5 ]
[ 1223063-81-7 ]
tricarbonylchloro(6-fluoro-2,2'-bipyridine)rhenium(I) [ No CAS ]

Reference： [1]RSC Advances,2020,vol. 10,p. 8853 - 8865

7
[ 1223063-81-7 ]
[ 501-65-5 ]
3-fluoro-5,6,7,8-tetraphenyl-1-(pyridin-2-yl)isoquinoline [ No CAS ]

Reference： [1]Chemical Communications,2020,vol. 56,p. 4408 - 4411

8
[ 144100-07-2 ]
[ 17997-47-6 ]
[ 1223063-81-7 ]

Reference： [1]Chemical Communications,2020,vol. 56,p. 4408 - 4411

9
[ 13040-77-2 ]
[ 1223063-81-7 ]

Yield	Reaction Conditions	Operation in experiment
13%	With potassium fluoride; 18-crown-6 ether In dimethyl sulfoxide; acetonitrile at 90℃; for 96h; Inert atmosphere;

Reference： [1]Evans, Brendan J.; Fraser, Benjamin H.; Klenner, Mitchell A.; Massi, Massimiliano; Moon, Vaughan; Pascali, Giancarlo [European Journal of Inorganic Chemistry, 2020, vol. 2020, # 37, p. 3554 - 3564]

10
[ 20718-17-6 ]
[ 1223063-81-7 ]
2-(6-fluoro-[2,2'-bipyridin]-3-yl)-1-phenylethan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate; zinc diacetate; Trimethylacetic acid In 1,2-dichloro-ethane at 110℃; for 16h; Inert atmosphere; Sealed tube;

Reference： [1]Chen, Chen; Chen, Mengjia; Meng, Haifang; Wang, Yani; Yang, Fang; Zhu, Bolin [Organic and Biomolecular Chemistry, 2021, vol. 19, # 19, p. 4268 - 4271]

11
[ 20718-17-6 ]
[ 1223063-81-7 ]
(2-fluoropyrido[2,3-a]indolizin-5-yl)(phenyl)methanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate; silver(I) acetate In 1,2-dichloro-ethane at 110℃; for 16h; Inert atmosphere; Sealed tube;

Reference： [1]Chen, Chen; Chen, Mengjia; Meng, Haifang; Wang, Yani; Yang, Fang; Zhu, Bolin [Organic and Biomolecular Chemistry, 2021, vol. 19, # 19, p. 4268 - 4271]

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P222	Do not allow contact with air.
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Code	Phrase
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P321
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P391	Collect spillage. Hazardous to the aquatic environment
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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.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
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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Physical hazards
Code	Phrase
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
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
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
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Health hazards
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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
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H351	Suspected of causing cancer
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H361d	Suspected of damaging the unborn child
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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. 1223063-81-7 ] {[proInfo.proName]}

Quality Control of [ 1223063-81-7 ]

Related Doc. of [ 1223063-81-7 ]

Product Details of [ 1223063-81-7 ]

Calculated chemistry of [ 1223063-81-7 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1223063-81-7 ]

Application In Synthesis of [ 1223063-81-7 ]

[ 1223063-81-7 ] Synthesis Path-Upstream 1~2

[ 1223063-81-7 ] Synthesis Path-Downstream 1~11

Related Functional Groups of [ 1223063-81-7 ]

Fluorinated Building Blocks

Related Parent Nucleus of [ 1223063-81-7 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

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Physical hazards

Health hazards

Environmental hazards

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Related Functional Groups of
[ 1223063-81-7 ]

Related Parent Nucleus of
[ 1223063-81-7 ]