Production Method 1

591-22-0

92992-85-3

Reaction Conditions

1.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Diethyl ether ;  -10 °C
1.2 Reagents: Boron trifluoride etherate Solvents: Diethyl ether ;  10 min, 0 °C
1.3 Solvents: Diethyl ether ;  10 min, -78 °C; 15 min, -78 °C
1.4 Reagents: Bromine ;  -78 °C; -78 °C → rt
1.5 Reagents: Water Solvents: Water

Reference

Complex-Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives

Dhau, Jaspreet S.; Singh, Amritpal; Kasetti, Yoganjaneyulu; Bharatam, P. V., European Journal of Organic Chemistry, 2012, 2012(9), 1746-1752

Production Method 2

591-22-0

92992-85-3

Reaction Conditions

1.1 Reagents: 2-(Dimethylamino)ethanol ,  Butyllithium Solvents: Hexane
1.2 Solvents: Hexane

Reference

Ring selective lithiation of 3,5-lutidine. A new route to heterocyclic building blocks

Gros, Philippe; Viney, Cedric; Fort, Yves, Synlett, 2002, (4), 628-630

Production Method 3

41995-30-6

92992-85-3

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Bromine ,  Hydrogen bromide Solvents: Water

Reference

Novel palladium catalzed phosphination using triarylphosphines: Synthesis of atropisometric P,N ligands and their application in asymmetric hydroboration

Kwong, Fuk Yee, 2000, , ,

Production Method 4

591-22-0

92992-85-3

Reaction Conditions

1.1 Reagents: 2-(Dimethylamino)ethanol ,  Butyllithium Solvents: Hexane ;  15 min, 0 °C; 0 °C; 1 h, 0 °C
1.2 Reagents: Carbon tetrabromide Solvents: Hexane ;  -78 °C; 0.5 h, -78 °C

Reference

Preparation of imidazopyridylmethyl substituted piperidine derivatives useful as therapeutic orexin antagonists

, World Intellectual Property Organization, , ,

Production Method 5

591-22-0

92992-85-3

117846-58-9

Reaction Conditions

1.1 Reagents: Sulfur trioxide ,  Sulfuric acid ,  Bromine

Reference

The bromination of lutidines

Dunn, Allan D.; Guillermic, Sandrine, Zeitschrift fuer Chemie, 1988, 28(2), 59-60

2-Bromo-3,5-dimethylpyridine Raw materials

• 3,5-Dimethylpyridine
• 2-Amino-3,5-dimethylpyridine

2-Bromo-3,5-dimethylpyridine Preparation Products

• 2,6-Dibromo-3,5-dimethylpyridine (117846-58-9)
• 2-Bromo-3,5-dimethylpyridine (92992-85-3)

• 1. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 2. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
• 3. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
  Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
• 4. Fe(iii)-mediated isomerization of α,α-diarylallylic alcohols to ketones via radical 1,2-aryl migration?
  Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
• 5. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330

• 3430-17-9(2-Bromo-3-methylpyridine)
• 32864-29-2(2-Bromo-3-phenylpyridine)
• 117846-58-9(2,6-Dibromo-3,5-dimethylpyridine)
• 33204-85-2(2-bromo-3,4-dimethyl-pyridine)
• 3510-66-5(2-Bromo-5-methylpyridine)
• 35740-86-4(2-Bromo-3-methylquinoline)
• 374633-37-1(2-Bromo-5-cyano-3-picoline)
• 102249-44-5(2,6-Dibromo-3-phenylpyridine)
• 887571-15-5(2,6-dibromo-3-methyl-pyridine)
• 65996-18-1(2-bromo-5-methylpyridine-3-carbonitrile)