| | Identification | More |  | [Name] 
 3-Fluoro-4-methylpyridine
 |  | [CAS] 
 399-88-2
 |  | [Synonyms] 
 3-FLUORO-4-METHYLPYRIDINE
 3-FLUORO-4-PICOLINE
 3-FLUORO-4-METHYLPYRIDINE (3-FLUORO-4-PICOLINE)
 4-METHYL-3-FLUOROPYRIDINE
 |  | [EINECS(EC#)] 
 675-120-5
 |  | [Molecular Formula] 
 C6H6FN
 |  | [MDL Number] 
 MFCD04114226
 |  | [Molecular Weight] 
 111.12
 |  | [MOL File] 
 399-88-2.mol
 | 
 | Safety Data | Back Directory |  | [Hazard Codes ] 
 T,Xi
 |  | [Risk Statements ] 
 R36/37/38:Irritating to eyes, respiratory system and skin .
 |  | [Safety Statements ] 
 S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
 S36:Wear suitable protective clothing .
 |  | [RIDADR ] 
 1993
 |  | [HazardClass ] 
 3
 |  | [PackingGroup ] 
 Ⅲ
 |  | [HS Code ] 
 2933399990
 | 
 | Hazard Information | Back Directory |  | [Synthesis] 
 3-Fluoro-4-methylpyridine To a cooled (-78℃) solution of N, N-diisopropylamine (15.92mL, 113.4mmol) in THF (14OmL) a solution of BuLi 2.5M in hexane (45.4ml, 113.4 mmol) was added dropwise over 30 minutes under an atmosphere of Argon. The mixture was stirred for 30 min. at - 78℃ and a solution of 3-fluoropyridine (10g, 103.1 mmol) in THF (5ml) was added. After 1h at -780C, the mixture was treated with MeI (7 ml, 113.4mmol) and then was allowed to reach 250C. A solution of NaHCO3 saturated (30ml) was added and the aqueous phase was extracted with diethyl ether. The organic layer was dried (MgSO4) and upon distillation the product was collected as a colourless liquid 3-Fluoro-4-methylpyridine, bp 1300C, yield 5.3 g (47percent).
 |  | [References] 
 [1] Patent: WO2007/17096,  2007,  A1. Location in patent: Page/Page column 70-71
 [2] Journal of Medicinal Chemistry,  2003,  vol. 46,  # 4,  p. 461 - 473
 [3] Patent: US6455532,  2002,  B1
 [4] Patent: US6350745,  2002,  B1. Location in patent: Page column 15;16
 [5] Patent: WO2006/35967,  2006,  A1. Location in patent: Page/Page column 98-99
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