Simple exploration of 875444-08-9

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various.

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl])-4-methyl-oxazolidin-2-one (1.78g, 5.68mmol), obtained in step 2 of Example 1 , in DMF (10ml) was added with drops of NaHMDS (5.16ml, 5.16mmol) at -40C, and stirred for 30 min. To this mixture was slowly added a solution of 3-(chloromethyl)-N-ethyl-N-(tetrahydro-2H-pyran-4-yl)-5- (trifluoromethyl)pyridine-2-amine, obtained in step 3, in DMF (5ml), after which the reaction mixture was stirred at room temperature for 2 hrs. The reaction was terminated with a saturated aqueous ammonium solution, followed by extraction with ethyl acetate. The residue was purified by chromatography to afford the title compound ( .92g, 64%). H NMR (400MHz, CDCI3) 8.51 (s, 1 H), 7.88 (s, 1H), 7.79 (d, J = 2.0Hz, 1H), 7.77 (s, 2H), 5.72 (d, J = 8.0Hz, 1H), 4.75 (d, J = 16.0Hz, 1 H), 4.34 (d, J = 16.0Hz, 1H), 4.00 (m, 2H), 3.46 (m, 6H), 1.86 (m, 4H), 0.93 (t, 3H), 0.63 (d, 3H).

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 875444-08-9

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 5: (4S,5R)-5-(3,5-Bis-trifluoromethyl-phenyl)-3-(2-bromo-5-tri?uoromethyl-benzyl)-4- niethyl-oxazolidin-2-one[00524] To (4S,5R)-5-(3,5-bis-t?fluoromethyl-phenyl)-4-methyl-oxazohdin-2-one (0246g,0 79mmol) in THF (1OmL) at room temperature was added sodium hexamethyldisilazane (IM inTHF, 1 02mL, 1 02mmol), and the reaction was stirred for 15 minutes 2-Bromo-5-(tnfluoromethyl)benzyl bromide (025Og, 0 79mmol) was added, and the reaction was stirred overnight at room temperature The mixture was worked-up with EtOAc and H2O, and the crude material was purified by silica gel chromatography to give the title compound

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; WO2009/108720; (2009); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 875444-08-9

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.875444-08-9,(4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

(45,5i?)-5-[3,5-w(trifluoromethyl)phenyl]-4-methyl-l,3-oxazolidin-2-one (Intermediate 17, 400 mg, 1.28 mmol) was treated with NaH (60% in oil, 128 mg, 3.2 mmol) and 2-(bromomethyl)-l-iodo-4- (trifluoromethyl)benzene (Intermediate 11, 466 mg, 1,28 mmol). The reaction was stirred at room temperature for 18 h. The reaction was quenched with H2O (1 mL) and partitioned between EtOAc (80 mL) and H2O (25 mL). The aqueous phase was re-extracted with EtOAc (2 x 20 mL) and the combined organic extracts were washed with brine (30 mL), dried (MgStheta4) and concentrated in vacuo to give the crude product. This was purified by flash silica-gel chromatography (0-30% EtOAc in hexanes gradient) to afford (4S’,5i?)-5-[3,5-/5(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]-4-methyl-l,3- oxazolidin-2-one as a white solid. LCMS = 598.0 (M+l)+. lH NMR (CDCI3, 500 MHz): delta 8.06 (d, J =8.2 Hz, 1 H)3 7.93 (s, 1 H), 7.82 (s, 2 H), 7.61 (s, 1 H), 7.33 (dd, J= 8.2, 1.4 Hz, 1 H), 5.79 (d, J= 7.8 hz, 1 H), 4.91 (d, J= 16 Hz, 1 H)54.40 (d, J= 16 Hz, 1 H), 4.16-4.06 (m, 1 H), 0.83 (d, J= 6.4 Hz, 3 H).

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2007/81571; (2007); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem