ChemicalBook CAS DataBase List 6-Trifluoromethyl-pyridine-2-carbaldehyde

6-Trifluoromethyl-pyridine-2-carbaldehyde synthesis

6synthesis methods

Product Name:6-Trifluoromethyl-pyridine-2-carbaldehyde
CAS Number:131747-65-4
Molecular formula:C7H4F3NO
Molecular Weight:175.11

6-Trifluoromethyl-pyridine-2-carboxylic acid methyl ester

155377-05-2
130 suppliers
$8.00/100mg

6-Trifluoromethyl-pyridine-2-carbaldehyde

131747-65-4
93 suppliers
$25.00/100mg

Yield: 21%

Reaction Conditions:

with diisobutylaluminium hydride in tetrahydrofuran;toluene at -78; for 1 h;

Steps:

Synthesis of Compound 10-b
A solution of 10-c (800 mg, 3.9 mmol) in tetrahydrofuran (10 mL) was cooled to -78° C., and after stirring for 10 minutes, DIBAL-H (5.8 mL, 5.8 mmol, 1.0 M in toluene) was added dropwise. After stirring the solution at -78° C. for 1 hour, the reaction was quenched by addition of methanol (2.0 mL). The reaction solution was diluted with sodium bicarbonate solution (30 mL), extracted with ethyl acetate (30 mL*3) and washed with saline (50 mL), and then dried over anhydrous sodium sulfate, filtered, and concentrated. The crude product was purified by column chromatography (petroleum ether/ethyl acetate=10/1) to obtain 10-b (142 mg, 21%) as a pale yellow solid. LC-MS (ESI): m/z=176.0 [M+H]⁺.

References:

SHANGHAI YINGLI PHARMACEUTICAL CO., LTD US2021/32241, 2021, A1 Location in patent:Paragraph 0218; 0221-0222