Category: 175205-77-3

Synthetic Route of 175205-77-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 175205-77-3, name is 4-Chloro-2-(trifluoromethoxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of sodium hydride (804 mg, 33.50 mmol) in DMF (30 mL) under argon atmosphere were added and 2, 4-dichloro-5-methoxypyrimidine (3 g, 16.76 mmol) and 4-fluoro-2-(trifluoromethoxy) aniline (3.2 g, 16.76 mmol) at 0 C. The reaction mixture was warmed to RT and stirred for 6 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with ice water (50 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 10% EtOAc :hexanes to afford 2-chloro-N-(4-fluoro-2-(trifluoromethoxy) phenyl)-5 – methoxypyrimidin-4-amine (2.5 g, 38%) as an off-white solid. ?H-NMR (DMSO-d6, 500 MHz): oe 9.20 (s, 1H), 7.93 (s, 1H), 7.59 (t, 1H), 7.44 (d, 1H), 7.30 (t, 1H), 3.93 (s, 3H); LCMS: 337.8 (M+1); (column; X-Select CSH C-18 (50 x 3.0 mm, 3.5 jim); RT 3.88 mm 0.05% Aq TFA: ACN; 0.80 mL/min); UPLC (purity): 99.5%; (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 jim); RT 2.59 mi ACN: 0.025% Aq TFA; 0.5 mL/min; TLC: 30% EtOAc/hexane (Rf 0.3).

The synthetic route of 4-Chloro-2-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 175205-77-3, name is 4-Chloro-2-(trifluoromethoxy)aniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 175205-77-3, Computed Properties of C7H5ClF3NO

Synthesis of 2-chloro-N-(4-chloro-2-(trifluoromethoxy) phenyl)-5-methoxypyrimidin-4-amine [0441] To a stirred solution of sodium hydride (1.3 g, 55.84 mmol) in DMF (50 mL) under argon atmosphere were added 2, 4-dichloro-5-methoxypyrimidine (5 g, 27.93 mmol) and 4-chloro-2-(trifluoromethoxy) aniline (5.9 g, 27.93 mmol) at 0C. The reaction mixture was warmed to RT for 4 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 10-30% EtOAc:hexanes to afford 2-chloro-N-(4-chloro-2-(trifluoromethoxy) phenyl)-5-methoxypyrimidin-4-amine (4.5 g, 45%) as a pale yellow solid. 1H-NMR (DMSO-< 5, 500 MHz): delta 9.23 (s, 1H), 8.00 (s, 1H), 7.67-7.60 (m, 2H), 7.53 (d, 1H), 3.96 (s, 3H); LCMS: 355 (M+1); (column; X-Select CSH C- 18 (50 3.0 mm, 3.5 mupiiota); RT 4.90 min 0.05% Aq TFA: ACN; 0.80 mL/min); UPLC (purity): 94.2%; (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 mupiiota); RT 2.86 min. ACN: 0.025% Aq TFA; 0.5 mL/min; TLC: 30% EtOAc/hexane (R/. 0.3). At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-(trifluoromethoxy)aniline, and friends who are interested can also refer to it. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics