Category: 172023-97-1

Application of 172023-97-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.172023-97-1, name is (3-Bromo-5-(trifluoromethyl)phenyl)methanol, molecular formula is C8H6BrF3O, molecular weight is 255.03, as common compound, the synthetic route is as follows.

[3-amino-5-(trifluoromethyl)phenyl]methanol (900 mg, 4.71 mmol) (Step A, Example 24) was suspended in CHBr3 (9 mL), and t-butyl nitrite (600 muL, 5.04 mmol) was added dropwise by syringe. The reaction was heated slowly to 80C and was maintained at this temperature for 10 minutes. The reaction was then cooled to room temperature, diluted with hexanes (50 mL), loaded on a silica gel column, and purified with 100% hexanes to 20% EtOAc/hexanes (2 columns) to afford [3-bromo-5- (trifluoromethyl) phenyl] methanol. Rf= 0.31 (25% EtOAc/hexanes). ‘H NMR (CDC13, 500 MHz) No. 7.71 (s, 1H), 7.68 (s, 1H), 7.56 (s, 1H), 4.76 (d, J = 5.5 Hz, 2H), 1.86 (t, J = 5.7 Hz, 1H). Step B: 3-Bromo-5-(trifluoromethyl)benzaldehyde A solution of [3-bromo-5-(trifluoromethyl)phenyl]methanol (409 mg, 1.61 mmol) in CH2Cl2 (25 mL) was cooled to 0C and then Dess-Martin periodinane (1.02 g, 2.41 mmol) was added. The reaction was stirred at 0 C for 30 minutes and then warmed to room temperature. After stirring at room temperature for thirty minutes, the reaction was poured into IN NaOH (25 mL). The mixture was extracted with EtOAc (100 mL), and the organic extracts were washed with IN NaOH (25 mL), then brine (25 mL), dried over Na2S04, filtered, and concentrated. Purification by flash chromatography with 25% EtOAc/hexanes afforded 3-bromo-5- (trifluoromethyl)benzaldehyde. 0.60 (25% EtOAc/hexanes). ‘H NMR (CDCI3, 500 MHz) 8 10.02 (s, 1H), 8.20 (s, 1H), 8.07 (s, 1H), 8.02 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 172023-97-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2005/100298; (2005); A1;,
Alcohol – Wikipedia,
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Electric Literature of 172023-97-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 172023-97-1 as follows.

Step 2: 3-bromo-5-(trifluoromethyl)benzyl 4-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate To a stirred solution of (3-bromo-5-(trifluoromethyl)phenyl)methanol (567 mg, 2.223 mmol) in DMF (5 mL) at RT under nitrogen was added CU (360 mg, 2.223 mmol) and the reaction mixture heated at 50 C. for 20 hours. Tert-butyl piperidin-4-yl carbamate (445 mg, 2.223 mmol) was added and the reaction mixture stirred at 50 C. for 3 hours. On cooling to RT the mixture was diluted with DCM and washed with a saturated solution of sodium bicarbonate, a saturated solution of brine, and the organic portion was dried over MgSO4 filtered and concentrated under reduced pressure. Purification was carried out by chromatography on silica using 0-100% EtOAc in Hexanes as eluent to afford the title product; LC-MS: Rt 1.59 mins; MS m/z 427.2 [M-tBu]+; Method 2minLowPHv03

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,172023-97-1, its application will become more common.

Reference:
Patent; Novartis AG; Legrand, Darren Mark; Furminger, Vikki; Thomson, Christopher; Hughes, Owen Rhys; Stanley, Emily; US2014/171403; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 172023-97-1, name is (3-Bromo-5-(trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 172023-97-1

3-(Hydroxymethyl)-5-(trifluoromethyl)benzonitrile. (3-Bromo-5-(trifluoromethyl)phenyl)methanol (1.4 g, 5.5 mmol), tetrakis(triphenylphosphine) palladium(0) (0.64, 0.55 mmol) and zinc cyanide (388 mg, 3.31 mmol) were combined in dimethylformamide (6 mL). The reaction mixture degassed repeatedly using the freeze-thaw method. After warming to room temperature, the reaction was heated at 90 C. for 1 h, cooled to room temperature and concentrated. The crude product was dissolved in ethyl acetate, washed with water (2×), 1 N hydrochloric acid (2×), brine (2×), dried over sodium sulfate, and concentrated. Flash chromatography on silica gel gave 0.37 g (33%). LC/MS (HPLC method 3): tR=2.06 min, 202.02(MH)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 172023-97-1, (3-Bromo-5-(trifluoromethyl)phenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/249607; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 172023-97-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 172023-97-1, name is (3-Bromo-5-(trifluoromethyl)phenyl)methanol, molecular formula is C8H6BrF3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1-Bromo-3-(bromomethyl)-5-(trifluoromethyl)benzene. (3-Bromo-5-(trifluoromethyl)phenyl)methanol (1.6 g, 6.3 mmol) and triphenylphosphine (3.3 g, 12.6 mmol) were combined in tetrahydrofuran (30 mL) and cooled to 0 C. N-Bromosuccinimide (2.4 g, 13.2 mmol) was introduced in portions and the reaction allowed to warm to room temperature. After 16 h, the reaction mixture was diluted with ethyl acetate, washed with concentrated sodium bicarbonate (2¡Á), brine (2¡Á), dried over sodium sulfate, and concentrated. Column chromatography on silica gel (100% hexanes) gave 1.53 g (76%) as a light brown oil. 1H-NMR (CDCl3, 500 MHz) delta 7.73 (s, 1H), 7.70 (s, 1H), 7.58 (s, 1H), 4.44 (s, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 172023-97-1, (3-Bromo-5-(trifluoromethyl)phenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/249607; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts