Category: 942853-22-7

Electric Literature of 942853-22-7, 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. 942853-22-7 name is 1-(2,2,2-Trifluoroethyl)-1H-pyrazole-3-carboxylic acid, 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.

Compound 1029; Starting material Ai (45 mg, 0.056 mmol) is dissolved in 4 N HCI/dioxane and the reaction mixture is for 1 h at RT. The reaction mixture is concentrated in vacuo to give crude Ci. The acid R2i is dissolved in DMF (2.0 mL), DIPEA (0.059 mL, 0.338 mmol) and TBTU (21 .7 mg, 0.068 mmol) are added. The reaction mixture is stirred for 15 mins. The crude Ci is added and the reaction mixture is stirred at RT for 16 h. The reaction mixture is purified by prep HPLC to provide compound 1029. FIA M.S.(electrospray) : 874.4 (M+H)+ Retention time (min) = 6.0 min1H NMR (400 MHz,DMSO-d6): delta 10.83 (s, 1 H) , 8.92 (s, 1 H), 7.95 (b, 1 H), 7.93 (d, 1 H, J = 2.3 Hz), 7.86 (d, 1 H, J = 9.0 Hz), 7.08 (d, 1 H, J = 9.4 Hz), 6.74 (d, 1 H, J = 2.3 Hz), 6.40 (s, 1 H), 5.60 (b, 1 H), 5.44 (m, 1 H), 5.23 (q, 2H, J = 9.3 Hz), 5.09 (b, 1 H), 4.63 (b, 1 H), 4.47 (q, 2H, J = 6.9 Hz), 4.43 (b, 2H), 4.04 (b, 1 H), 3.87 (s, 3H), 2.67-2.65 (m, 1 H), 2.43 (s, 3H), 2.38-2.32 (m, 3H), 2.01 -1 .80 (m, 2H), 1 .58-1 .51 (m, 3H), 1 .44-1 .23 (m, 1 1 H), 1 .39 (t, 3H, J = 7.0 Hz), 0.85 (b, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(2,2,2-Trifluoroethyl)-1H-pyrazole-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET , Montse; BORDELEAU, Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63502; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 942853-22-7,Some common heterocyclic compound, 942853-22-7, name is 1-(2,2,2-Trifluoroethyl)-1H-pyrazole-3-carboxylic acid, molecular formula is C6H5F3N2O2, 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.

Intermediate Ck is prepared from Ak by treatment with 4 N HCI/dioxane for 1 h followed by concentration in vacuo. Acid R2i (12.2 mg, 0.063 mmol) is dissolved in DMF (1 ml_), then TEA (29 muIota_, 0.210 mmol) is added followed by TBTU (19.4 mg, 0.060 mmol). The solution is stirred for 15 mins, after which the amine hydrochloride Ck (40 mg, 0.053 mmol) is added in DMF (1 mL). The solution is stirred at RT for 16 h. AcOH is added and the resulting solution is filtered through a Millex filter and purified by prep HPLC (Sunfire column, 0.1% TFA). The pure fractions are combined, frozen and lyophilized to provide compound 1023.FIA M.S.(electrospray) : 900.4 (M+H)+ Retention time (min) = 6.4 min1H NMR (400 MHz,DMSO-d6): delta 10.82 (s, 1H) , 8.94 (s, 1H), 7.96 (d, 1H, J = 7.1 Hz), 7.93 (d, 1H, J = 2.3 Hz), 7.84 (d, 1H, J = 9 Hz), 7.07 (d, 1H, J = 9.4 Hz), 6.74 (d, 1 H, J = 2.3 Hz), 6.40 (s, 1 H), 5.65-5.58 (m 1 H), 5.48-5.43 (m, 1 H), 5.32 (qn, 1 H J = 7.8 Hz), 5.22 (q, 2H, J = 9 Hz), 5.06 (dd, 1H, J = 9.8, 9.4 Hz), 4.63-4.57 (m, 1H), 4.54 (d, 1H, J= 11.8), 4.41 (dd, 1H, J= 7.4, 7.0 Hz), 4.04-4.00 (m, 1H), 3.87 (s, 3H), 2.64-2.58 (m, 2H), 2.43 (s, 3H), 2.38-2.31 (m, 3H), 2.15-2.08 (m, 2H), 2.01-1.98 (m, 1H), 1.85-1.67 (m, 3H), 1.59-1.23 (m, 15H), 0.90-0.86 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2,2,2-Trifluoroethyl)-1H-pyrazole-3-carboxylic acid, its application will become more common.