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Quality Control of [ 562086-30-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 562086-30-0 ]

SDS Specification

Alternatived Products of [ 562086-30-0 ]

Product Details of [ 562086-30-0 ]

CAS No. :	562086-30-0	MDL No. :	MFCD26131222
Formula :	C₁₄H₁₄N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZCWQDYBOFKSIGM-UHFFFAOYSA-N
M.W :	242.27	Pubchem ID :	11447872
Synonyms :

Safety of [ 562086-30-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 562086-30-0 ]

* 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 [ 562086-30-0 ]

[ 562086-30-0 ] Synthesis Path-Downstream 1~24

1
[ 5315-25-3 ]
[ 562086-28-6 ]
[ 4411-80-7 ]
[ 562086-30-0 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; tributyltin chloride In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: methyl 2-methyl-6-<(p-toluenesulfonyl)oxy>pyridine-4-carboxylate With triphenylphosphine In xylene for 24h; Heating;

Reference： [1]Mathieu, Julien; Marsura, Alain [Synthetic Communications, 2003, vol. 33, # 3, p. 409 - 414]

2
[ 5315-25-3 ]
[ 562086-27-5 ]
[ 4411-80-7 ]
[ 562086-30-0 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; tributyltin chloride In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: 4-carbomethoxy-6-methyl-2-(methanesulfonyloxy)pyridine With triphenylphosphine In xylene for 24h; Heating;

Reference： [1]Mathieu, Julien; Marsura, Alain [Synthetic Communications, 2003, vol. 33, # 3, p. 409 - 414]

3
[ 5315-25-3 ]
[ 562086-29-7 ]
[ 562086-30-0 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; tributyltin chloride In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: 2-methyl-6-(trifluoromethylsulfonyloxy)isonicotinic acid methyl ester With triphenylphosphine In xylene for 24h; Heating;

Reference： [1]Mathieu, Julien; Marsura, Alain [Synthetic Communications, 2003, vol. 33, # 3, p. 409 - 414]

4
[ 5315-25-3 ]
[ 3998-90-1 ]
[ 562086-30-0 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 999 - 1002
[2]Tetrahedron,2009,vol. 65,p. 7673 - 7686

5
[ 562086-30-0 ]
[ 158666-41-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 19h;
95%	With 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 19h;
84%	With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 1.5h; Cooling with ice;

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]
[2]Location in patent: experimental part Havas, Fabien; Leygue, Nadine; Danel, Mathieu; Mestre, Béatrice; Galaup, Chantal; Picard, Claude [Tetrahedron, 2009, vol. 65, # 36, p. 7673 - 7686]
[3]Kreidt, Elisabeth; Bischof, Caroline; Platas-Iglesias, Carlos; Seitz, Michael [Inorganic Chemistry, 2016, vol. 55, # 11, p. 5549 - 5557]

6
[ 562086-30-0 ]
[ 158666-40-1 ]

Yield	Reaction Conditions	Operation in experiment
82%	With sodium tetrahydroborate In methanol
82%	With sodium tetrahydroborate In ethanol at 20℃; for 16h; Inert atmosphere;

7
[ 25462-85-5 ]
[ 562086-30-0 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 999 - 1002

8
[ 562086-30-0 ]
[ 928306-83-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 82 percent / NaBH₄ / methanol 2: 94 percent / imidazole / dimethylformamide / 48 h / 20 °C

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]

9
[ 562086-30-0 ]
[ 928306-84-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 82 percent / NaBH₄ / methanol 2: 94 percent / imidazole / dimethylformamide / 48 h / 20 °C 3: 78 percent / m-CPBA / CHCl₃ / 24 h / 20 °C

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]

10
[ 562086-30-0 ]
[ 928306-85-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: 82 percent / NaBH₄ / methanol 2.1: 94 percent / imidazole / dimethylformamide / 48 h / 20 °C 3.1: 78 percent / m-CPBA / CHCl₃ / 24 h / 20 °C 4.1: Ac₂O / 18 h / 100 °C 4.2: 63 percent / K₂CO₃ / methanol; H₂O / 2 h / 20 °C

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]

11
[ 562086-30-0 ]
[ 928306-86-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: 95 percent / m-CPBA / CH₂Cl₂ / 19 h / 20 °C 2.1: Ac₂O / 16 h / 120 °C 2.2: 62 percent / HBr / acetic acid / 7 h / 70 °C 3.1: 91 percent / Na₂CO₃ / acetonitrile / 17 h / Heating

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]

12
[ 562086-30-0 ]
[ 928306-87-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: 95 percent / m-CPBA / CH₂Cl₂ / 19 h / 20 °C 2.1: Ac₂O / 16 h / 120 °C 2.2: 62 percent / HBr / acetic acid / 7 h / 70 °C 3.1: 51 percent / Na₂CO₃ / acetonitrile / 16 h / Heating

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]

13
[ 562086-30-0 ]
[ 158666-42-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 95 percent / m-CPBA / CH₂Cl₂ / 19 h / 20 °C 2.1: Ac₂O / 16 h / 120 °C 2.2: 62 percent / HBr / acetic acid / 7 h / 70 °C
	Multi-step reaction with 2 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / Cooling with ice 2.1: trifluoroacetic anhydride / dichloromethane / 1.5 h / Inert atmosphere; Reflux 2.2: 12 h / 20 °C / Inert atmosphere

Reference： [1]Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnès, Pierre; Picard, Claude [Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002]
[2]Kreidt, Elisabeth; Bischof, Caroline; Platas-Iglesias, Carlos; Seitz, Michael [Inorganic Chemistry, 2016, vol. 55, # 11, p. 5549 - 5557]

14
[ 98491-78-2 ]
[ 562086-30-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 85 percent / Et₃N / CH₂Cl₂ / 8 h / 60 °C 2.1: n-BuLi; Bu₃SnCl / tetrahydrofuran; hexane / -78 - 20 °C 2.2: PPh₃ / PdCl₂(PPh₃)2 / xylene / 24 h / Heating
	Multi-step reaction with 2 steps 1.1: 76 percent / pyridine / 0.33 h / 0 °C 2.1: n-BuLi; Bu₃SnCl / tetrahydrofuran; hexane / -78 - 20 °C 2.2: PPh₃ / PdCl₂(PPh₃)2 / xylene / 24 h / Heating
	Multi-step reaction with 2 steps 1.1: 85 percent / pyridine / 3 h / 20 °C 2.1: n-BuLi; Bu₃SnCl / tetrahydrofuran; hexane / -78 - 20 °C 2.2: PPh₃ / PdCl₂(PPh₃)2 / xylene / 24 h / Heating

Reference： [1]Mathieu, Julien; Marsura, Alain [Synthetic Communications, 2003, vol. 33, # 3, p. 409 - 414]
[2]Mathieu, Julien; Marsura, Alain [Synthetic Communications, 2003, vol. 33, # 3, p. 409 - 414]
[3]Mathieu, Julien; Marsura, Alain [Synthetic Communications, 2003, vol. 33, # 3, p. 409 - 414]

15
[ 3998-90-1 ]
[ 1190083-88-5 ]
[ 562086-30-0 ]

Reference： [1]Tetrahedron,2009,vol. 65,p. 7673 - 7686

16
[ 3998-90-1 ]
[ 259807-95-9 ]
[ 562086-30-0 ]

Reference： [1]Tetrahedron,2009,vol. 65,p. 7673 - 7686

17
[ 107-15-3 ]
[ 562086-30-0 ]
[ 1190083-90-9 ]

Yield	Reaction Conditions	Operation in experiment
100%	at 20℃; Neat (no solvent);

18
[ 562086-30-0 ]
[ 1190083-89-6 ]

Yield	Reaction Conditions	Operation in experiment
100%	Stage #1: 6,6′-dimethyl-2,2′-bipyridine-4-carboxylic acid methyl ester With water; potassium carbonate In methanol at 80℃; for 0.5h; Stage #2: With hydrogenchloride In methanol; water
90%	With potassium carbonate In methanol; water at 80℃;	6,6’-dimethyl-2,2’-bipyridine-4-carboxylic acid (L3) 4-Carbomethoxy-6,6’-dimethyl-2,2’-bipyridine (200 mg, 0.82 mmol) was dissolved toMeOH (20 mL). An aqueous solution (10 mL ) of K2CO3 (113.6 mg, 0.82 mmol) was added to the solution and the resultant mixture was stirred at 80 °C. After removal ofMeOH by evaporation, the resultant solution was acidified to pH 3~4 with HCl aq. Thewhite solid was obtained (170.5 mg, 90%).

Reference： [1]Location in patent: experimental part Havas, Fabien; Leygue, Nadine; Danel, Mathieu; Mestre, Béatrice; Galaup, Chantal; Picard, Claude [Tetrahedron, 2009, vol. 65, # 36, p. 7673 - 7686]
[2]Hatano, Mayuka; Inomata, Tomohiko; Kawai, Yuya; Kitagawa, Takuma; Masuda, Hideki; Matsunaga, Ayaka; Ozawa, Tomohiro; Wasada-Tsutsui, Yuko [Molecules, 2021, vol. 26, # 22]

19
[ 259807-95-9 ]
[ 562086-29-7 ]
[ 562086-30-0 ]

Yield	Reaction Conditions	Operation in experiment
70%	With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Inert atmosphere; Schlenk technique; Reflux;

Reference： [1]Kreidt, Elisabeth; Bischof, Caroline; Platas-Iglesias, Carlos; Seitz, Michael [Inorganic Chemistry, 2016, vol. 55, # 11, p. 5549 - 5557]

20
[ 18619-97-1 ]
[ 562086-30-0 ]