Application of 345637-71-0,Some common heterocyclic compound, 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, molecular formula is C7H7F3N2O2, 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.
A 0.15M solution of (2-Aminopyndin-4-yl)(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5- yl)methanone (Preparation 24, 500 uL, 75 umol) in DMA was added to [5-methyl-3- (trifluoromethyl)-1 H-pyrazol-1 -yl]acetic acid (75 uM) followed by NMM (25 uL, 150 umol), DMAP (3.5 umol) and a 0.15M solution of HATU (500 uL, 75 umol) in DMA. The reaction was shaken at 50C for 16 hours. The reaction was concentrated in vacuo and purified using preparative HPLC (Purification method 2 below, initial gradient 25% A, final gradient 55% A) to obtain the title compound as the TFA salt. LCMS Rt = 2.85 minutes MS m/z 472 [M+H]+ The following compounds were prepared as described above for Example 147 using (2- aminopyridin-4-yl)(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone (Preparation 24) and the appropriate acid with purification using preparative HPLC using one of the two methods below (initial and final gradients for each compound are reported in the table). Purification Method 1 : Column: YMC-pack ODS-AQ 150 x 30mm, 5 um, mobile phase A: acetonitrile; Mobile phase B: 0.1 % TFA in water. Gradient time: 8 minutes. Flow rate: 35 mL/min. Initial/end gradients are reported for each compound below. Purification Method 2: Column: Sepax BR-C18 100 x 21 .2 mm, 5 um, mobile phase A: acetonitrile; Mobile phase B: 0.1 % TFA in water. Gradient time: 8 minutes. Flow rate 30 mL/min. Initial/end gradients are reported for each compound below
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, its application will become more common.