ChemicalBook CAS DataBase List 2-Methoxy-3-(trifluoromethyl)pyridine

2-Methoxy-3-(trifluoromethyl)pyridine synthesis

7synthesis methods

Product Name:2-Methoxy-3-(trifluoromethyl)pyridine
CAS Number:121643-44-5
Molecular formula:C7H6F3NO
Molecular Weight:177.12

124-41-4

65753-47-1

121643-44-5

2-Chloro-3-trifluoromethylpyridine (3 g, 16.53 mmol) was dissolved in 30 mL of a methanol solution of sodium methanolate (5.4 M). The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, the mixture was cooled in an ice bath and extracted three times with dichloromethane (DCM). The organic phases were combined, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure to afford 2-methoxy-3-trifluoromethylpyridine as a colorless liquid (2.7 g, 89% yield). The product was characterized by 1H-NMR (400 MHz, DMSO-d6, 298 K): δ 3.98 (s, 3H), 7.2 (dd, 1H), 8.11 (d, 1H), 8.45 (d, 1H). Mass Spectrometry (MS): m/z 178.1 [M+1]+, retention time (Rt) = 1.29 min.

124-41-4 Synthesis

124-41-4
727 suppliers
$12.00/25g

65753-47-1 Synthesis

65753-47-1
379 suppliers
$8.00/5g

121643-44-5
226 suppliers
$5.00/1g

Yield:121643-44-5 89%

Reaction Conditions:

in methanol at 20; for 48 h;

Steps:

2-methoxy-3-trifluoromethylpyridine

2-Chloro-3-trifluoromethyl-pyridine (3 g, 16.53 mmol) was dissolved in 30ml of a solution of sodium methoxide (5.4M) in methanol. The mixture was stirred at ambient temperature for 2 days. After this period of time, the reaction was taken into ice and extracted with DCM three times. The combined extract was washed with brine, dried over magnesium sulfate and concentrated in vacuo to give 2-methoxy-3-trifluoromethyl-pyridine as a light liquid (2.7 g, 89% yield). ¹ H-NMR (400 MHz, DMSO-d_6, 298 K): ? ppm 3.98 (s, 3H) 7.2 (dd, 1 H) 8.1 1 (d, 1 1-1) 8.45 (d, 1 H). MS: 178.1 [M+1 ]⁺, Rt⁽¹⁾ =1 .29 min.

References:

WO2013/57711,2013,A1 Location in patent:Page/Page column 45-46

81290-20-2 Synthesis