Category: 658-89-9

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 658-89-9 as follows. 658-89-9

To a solution of 4-trifluoromethoxy-benzene-1, 2-diamine 2 (4.5 g, 23.4 itimol) and triethylamine (5.0 g, 49.5 iranol) in methylene chloride (100 ml) was added dropwise a solution of diphosgene (2.4 g, 12.1 mmol) in methylene chloride (10 ml) at 0-5C. The resulting suspension was stirred for 1 h at rt and filtered. The collected white solid was washed with water and dried to give 3.85 g (75%), mp 260-2620C.

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES, LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2006/50148; (2006); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

658-89-9, A common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, molecular formula is C7H7F3N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1. Preparation of 83-1: HATU (3.06 g, 8.05 mmol) was added slowly to a solution of 3,3-difluoro-2-oxopent-4-enoic acid (1 .03 g, 6.86 mmol) in 10 mLof DMF. A mixture of 4-(trifluoromethoxy)benzene-1 ,2-diamine (1 .29 g, 6.71 mmol) and DIPEA (1.4 mL, 8.05 mmol) in 12 mL of DMF was then added. After stirring overnight, reaction mixture was poured into 175 mL of water and extracted with ethyl acetate (4 x 100 mL). Combined organics were washed with 50% brine, dried over anhydrous Na2504, filtered, and concentrated underreduced pressure. Resulting solid was purified via silica gel column chromatography (0-25% ethyl acetate in hexanes)to yield intermediate 83-1, the late eluting product. LCMS-ESI (m/z): [Mi-H] calcd for C12H8F5N202: 307.04; found: 307.29.

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BJORNSON, Kyla; CANALES, Eda; COTTELL, Jeromy, J.; KARKI, Kapil, Kumar; KATANA, Ashley, Anne; KATO, Darryl; KOBAYASHI, Tetsuya; LINK, John, O.; MARTINEZ, Ruben; PHILLIPS, Barton, W.; PYUN, Hyung-jung; SANGI, Michael; SCHRIER, Adam, James; SIEGEL, Dustin; TAYLOR, James, G.; TRAN, Chinh, Viet; TREJO MARTIN, Teresa, Alejandra; VIVIAN, Randall, W.; YANG, Zheng-Yu; ZABLOCKI, Jeff; ZIPFEL, Sheila; WO2014/8285; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

658-89-9, 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. 658-89-9 name is 4-(Trifluoromethoxy)benzene-1,2-diamine, This 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.

A mixture of 3-isothiocyanato-N-methyl-3-[3-(trifluoromethyl)phenyl]propanamide (0.3 g, 1 mmol) (from step 3) and 4-(trifluoromethoxy)benzene-l,2-diamine (0.2 g, 1 mmol) in dichloromethane (100 mL) was stirred at ambient temperature. After 4 h, the reaction mixture was concentrated to afford the crude product (0.50 g) as yellow gum. It was purified by flash column using 230-400 silica gel, the product fraction was eluted using 40 % ethyl acetate in hexane to afford 3-({[2-amino-5- (trifluoromethoxy)phenyl]carbamothioyl} amino)-N-methyl-3 – [3 – (trifluoromethyl)phenyl]propanamide (0.4 g) as an off-white solid. MS: m/z 481 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethoxy)benzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; ACESION PHARMA APS; S?RENSEN, Ulrik Svane; METE, Anthonio; (90 pag.)WO2019/34603; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem