[ CAS No. 120241-79-4 ] {[proInfo.proName]}

Name: 120241-79-4|3-(1H-1,2,3-Triazol-4-yl)pyridine|95%
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3d Animation Molecule Structure of 120241-79-4

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Quality Control of [ 120241-79-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 120241-79-4 ]

SDS Specification

Alternatived Products of [ 120241-79-4 ]

Product Details of [ 120241-79-4 ]

CAS No. :	120241-79-4	MDL No. :	MFCD25956467
Formula :	C₇H₆N₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VYXFEFOIYPNBFK-UHFFFAOYSA-N
M.W :	146.15	Pubchem ID :	9833992
Synonyms :		Chemical Name :	3-(1H-1,2,3-Triazol-4-yl)pyridine

Calculated chemistry of [ 120241-79-4 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	11
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	39.61
TPSA :	54.46 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) :	-7.01 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.73
Log Po/w (XLOGP3) :	0.26
Log Po/w (WLOGP) :	0.87
Log Po/w (MLOGP) :	-0.11
Log Po/w (SILICOS-IT) :	1.64
Consensus Log Po/w :	0.68

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.58
Solubility :	3.81 mg/ml ; 0.0261 mol/l
Class :	Very soluble
Log S (Ali) :	-0.96
Solubility :	15.9 mg/ml ; 0.108 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.98
Solubility :	0.151 mg/ml ; 0.00104 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.2

Safety of [ 120241-79-4 ]

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 [ 120241-79-4 ]

* 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 [ 120241-79-4 ]
Downstream synthetic route of [ 120241-79-4 ]

[ 120241-79-4 ] Synthesis Path-Upstream 1~8

1
[ 2510-23-8 ]
[ 4648-54-8 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
64%	With copper(l) iodide In methanol; N,N-dimethyl-formamide at 100℃; for 12 h; Inert atmosphere	To a solution of 3-ethynylpyridine (0.20 g, 1.94 mmol, 1 eq) in DMF/MeOH 9:1 (4.0 mL), CuI (0.02 g, 0.097 mmol, 0.05 eq) and trimethylsilylazide (0.38 mL, 2.91 mmol, 1.5 eq) were added. The reaction was heated at 100 °C for 12 h under nitrogen. After cooling, the reaction was filtered off through a Celite pad and washed with EtOAc. Evaporation of the solvent gave a residue which was purified by column chromatography, using PE/EtOAc 3:7 and then EtOAc to give 2 as a white solid after crystallization with EtOAc (0.18 g, 64percent). Mp 187-192 °C. ¹H NMR (300 MHz, CD₃OD) δ 9.03 (s, 1-H), 8.51 (d, J = 3.7 Hz, 1-H), 8.29-8.27 (m, 2-H), 7.54-7.50 (m, 1-H); ¹³C NMR (75 MHz, CD₃OD) δ 148.3, 146.1, 143.1, 133.9, 127.3, 124.3; MS (ESI) m/z 147 (M + H)⁺; IR (KBr) 3467, 3118, 1637, 1560, 1434, 1311, 1134 cm^-1. Anal. Calcd for C₇H₆N₄: C, 57.53; H, 4.14; N, 38.34. Found: C, 57.67; H, 4.25; N, 38.10.

Reference： [1] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 58 - 66,9

2
[ 75-52-5 ]
[ 45988-16-7 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
65%	With sodium azide; sodium sulfite In dimethyl sulfoxide at 150℃; for 6 h; Inert atmosphere	To a 10 mL round bottom flask was added 1.0 mmol of 3-pyridinecarboxaldehyde sodium bisulfite adduct, 2.0Mmol sodium azide, 1.0 mmol Na2SO3 & 3 mL dimethylsulfoxide. The reaction system was purged with nitrogen. A DMS0 solution (2.0 mL) containing nitromethane (1 mL) was added dropwise at 150 ° C. And heated for 6 hours. After the reaction was completed, the reaction was cooled to room temperature. The reaction mixture was transferred to a separatory funnel. 30 mL of ethyl acetate, 30 mL of water and 10 mL of saturated aqueous ammonium chloride were added. The organic phase was washed three times with water 10 mL * 3), washed once with saturated brine (10 mL), and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was evaporated under reduced pressure. Silica gel column chromatography eluted with petroleum ether / ethyl acetate (ν: ν = 4: 1). The fractions were collected to give a white powder. The yield was 65percent

Reference： [1] Patent: CN106146417, 2016, A, . Location in patent: Paragraph 0024

3
[ 500-22-1 ]
[ 75-52-5 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
65%	With sodium azide; sodium sulfite In dimethyl sulfoxide at 150℃; for 6 h; Inert atmosphere	The procedure was carried out by adding 1.0 mmol of 3-pyridinecarboxaldehyde, 2.0 mmol of sodium azide, 1.0 mmol of Na2SO3 and 3 mL of dimethylsulfoxide to a 10 mL round bottom flask, replacing the nitrogen with a reaction system,A DMSO solution (1 mL) containing 2.0 mmol of nitromethane was added dropwise at 150 ° C,Continue heating for 6 hours. After completion of the reaction, the reaction system was cooled to room temperature and the reaction solution was transferred to a separatory funnel,Add 30 mL of ethyl acetate and 30 mL of water, extract the liquid, the organic phase washed with water 3 times (10mL * 3)Washed once with saturated brine (10 mL) and dried over anhydrous sodium sulfate. Filter out desiccant,The filtrate was decompressed and the solvent was removed by silica gel column chromatography. The eluent was petroleum ether / ethyl acetate (v: v = 4: 1).The fractions were collected to give a white powder. The yield was 65percent.

Reference： [1] Patent: CN106146418, 2016, A, . Location in patent: Paragraph 0024

4
[ 22568-11-2 ]
[ 120241-79-4 ]

Reference： [1] Synthesis, 2005, # 19, p. 3319 - 3326

5
[ 63671-82-9 ]
[ 120241-79-4 ]

Reference： [1] European Journal of Organic Chemistry, 2012, # 2, p. 424 - 428

6
[ 2510-23-8 ]
[ 120241-79-4 ]

Reference： [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 11, p. 5270 - 5290

7
[ 22568-11-2 ]
[ 120241-79-4 ]

Reference： [1] Synthesis, 2005, # 19, p. 3319 - 3326

8
[ 500-22-1 ]
[ 120241-79-4 ]

Reference： [1] Patent: US2003/220371, 2003, A1,

[ 120241-79-4 ] Synthesis Path-Downstream 1~12

1
[ 22568-11-2 ]
[ 120241-79-4 ]

Reference： [1]Synthesis,2005,p. 3319 - 3326

2
[ 22568-11-2 ]
[ 120241-79-4 ]
C₁₄H₁₂N₆O₂ [ No CAS ]
tris(3-pyridyl)-1,3,5-benzene [ No CAS ]

Reference： [1]Synthesis,2005,p. 3319 - 3326

3
[ 500-22-1 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
		Example 31 Preparation of 3-(1H-1,2,3-triazol-4-yl)-pyridine Following the procedure of Example 22, except substituting 3-pyridine carboxaldehyde for 2-thiophenecarboxaldehyde in step a, the title compound was prepared as a white solid (2 steps, 25%). %). 1H-NMR (400 MHz, CD3OD): delta9.06 (s, 1H), 8.54 (d, J=3.4 Hz, 1H), 8.31-8.33 (m, 2H), 7.54 (m, 1H). MS (ESI) 147.2 (M+H)+.

Reference： [1]Patent: US2003/220371,2003,A1

Yield	Reaction Conditions	Operation in experiment
4.0 g (0.028 mol, 44%)		EXAMPLE 57 4-(3-Pyridyl)-1,2,3-triazole (68) In a glass-coated bomb tube 6.5 g (0.063 mol) of 3-pyridyl acetylene (T. Sakamoto et al., Synthesis (1983) 312) and 8.7 g (0.075 mol) of trimethylsilyl azide were mixed and heated to 150 C. for 20 h. After cooling the mixture was poured into water. A colorless solid, 68, formed, which was isolated by filtration and dried. Yield: 4.0 g (0.028 mol, 44%).

5
[ 186581-53-3 ]
[ 120241-79-4 ]
[ 120241-80-7 ]

Yield	Reaction Conditions	Operation in experiment
2.8 g (0.018 mol, 43%)	With acetic acid; In ethanol; water;	EXAMPLE 58 2-Methyl-<strong>[120241-79-4]4-(3-pyridyl)-1,2,3-triazole</strong> (69) A solution of ca. 3.0 g (0.070 mol) diazomethane in ether was added dropwise to a solution of 6.0 g (0.041 mol) of 68 in 150 ml of ethanol at room temperature. The solution was stirred overnight at ambient temperature. Ca. 1 ml of acetic acid was added, and the mixture was evaporated in vacuo. Water (75 ml) was added and the solution made basic with ammonia. Extraction with 3*100 ml of ether, drying of the organic phase over magnesium sulphate, and removal of the solvent in vacuo gave a brown solid which was applied to a silica gel column (eluent: ethyl acetate) giving a colorless solid, 69. Yield: 2.8 g (0.018 mol, 43%).

Reference： [1]Patent: US4866077,1989,A

6
(2RS,3SR)-2,3-dibromo-3-(pyridin-3-yl)propanoic acid [ No CAS ]
[ 120241-79-4 ]

Reference： [1]Synthesis,2010,p. 4256 - 4260
[2]Synthesis,2010,p. 283 - 287

7
[ 63671-82-9 ]
[ 120241-79-4 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 424 - 428

8
[ 2510-23-8 ]
[ 120241-79-4 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 5270 - 5290

9
[ 2510-23-8 ]
[ 4648-54-8 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
64%	With copper(l) iodide; In methanol; N,N-dimethyl-formamide; at 100℃; for 12h;Inert atmosphere;	To a solution of 3-ethynylpyridine (0.20 g, 1.94 mmol, 1 eq) in DMF/MeOH 9:1 (4.0 mL), CuI (0.02 g, 0.097 mmol, 0.05 eq) and trimethylsilylazide (0.38 mL, 2.91 mmol, 1.5 eq) were added. The reaction was heated at 100 C for 12 h under nitrogen. After cooling, the reaction was filtered off through a Celite pad and washed with EtOAc. Evaporation of the solvent gave a residue which was purified by column chromatography, using PE/EtOAc 3:7 and then EtOAc to give 2 as a white solid after crystallization with EtOAc (0.18 g, 64%). Mp 187-192 C. 1H NMR (300 MHz, CD3OD) delta 9.03 (s, 1-H), 8.51 (d, J = 3.7 Hz, 1-H), 8.29-8.27 (m, 2-H), 7.54-7.50 (m, 1-H); 13C NMR (75 MHz, CD3OD) delta 148.3, 146.1, 143.1, 133.9, 127.3, 124.3; MS (ESI) m/z 147 (M + H)+; IR (KBr) 3467, 3118, 1637, 1560, 1434, 1311, 1134 cm-1. Anal. Calcd for C7H6N4: C, 57.53; H, 4.14; N, 38.34. Found: C, 57.67; H, 4.25; N, 38.10.

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 55,p. 58 - 66,9

10
[ 75-52-5 ]
[ 45988-16-7 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
65%	With sodium azide; sodium sulfite; In dimethyl sulfoxide; at 150℃; for 6h;Inert atmosphere;	To a 10 mL round bottom flask was added 1.0 mmol of 3-pyridinecarboxaldehyde sodium bisulfite adduct, 2.0Mmol sodium azide, 1.0 mmol Na2SO3 & 3 mL dimethylsulfoxide. The reaction system was purged with nitrogen. A DMS0 solution (2.0 mL) containing nitromethane (1 mL) was added dropwise at 150 C. And heated for 6 hours. After the reaction was completed, the reaction was cooled to room temperature. The reaction mixture was transferred to a separatory funnel. 30 mL of ethyl acetate, 30 mL of water and 10 mL of saturated aqueous ammonium chloride were added. The organic phase was washed three times with water 10 mL * 3), washed once with saturated brine (10 mL), and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was evaporated under reduced pressure. Silica gel column chromatography eluted with petroleum ether / ethyl acetate (nu: nu = 4: 1). The fractions were collected to give a white powder. The yield was 65%

Reference： [1]Patent: CN106146417,2016,A .Location in patent: Paragraph 0024

11
[ 500-22-1 ]
[ 75-52-5 ]
[ 120241-79-4 ]

Yield	Reaction Conditions	Operation in experiment
65%	With sodium azide; sodium sulfite; In dimethyl sulfoxide; at 150℃; for 6h;Inert atmosphere;	The procedure was carried out by adding 1.0 mmol of 3-pyridinecarboxaldehyde, 2.0 mmol of sodium azide, 1.0 mmol of Na2SO3 and 3 mL of dimethylsulfoxide to a 10 mL round bottom flask, replacing the nitrogen with a reaction system,A DMSO solution (1 mL) containing 2.0 mmol of nitromethane was added dropwise at 150 C,Continue heating for 6 hours. After completion of the reaction, the reaction system was cooled to room temperature and the reaction solution was transferred to a separatory funnel,Add 30 mL of ethyl acetate and 30 mL of water, extract the liquid, the organic phase washed with water 3 times (10mL * 3)Washed once with saturated brine (10 mL) and dried over anhydrous sodium sulfate. Filter out desiccant,The filtrate was decompressed and the solvent was removed by silica gel column chromatography. The eluent was petroleum ether / ethyl acetate (v: v = 4: 1).The fractions were collected to give a white powder. The yield was 65%.

Reference： [1]Patent: CN106146418,2016,A .Location in patent: Paragraph 0024

12
[ 453523-36-9 ]
[ 120241-79-4 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 14919 - 14925

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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. 120241-79-4 ] {[proInfo.proName]}

Quality Control of [ 120241-79-4 ]

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Druglikeness

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[ 120241-79-4 ] Synthesis Path-Upstream 1~8

[ 120241-79-4 ] Synthesis Path-Downstream 1~12

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Triazoles

Pyridines

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[ 120241-79-4 ]