Category: 16034-48-3

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16034-48-3, name is 1-Pyrazoleacetic Acid, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2O2

70 mg (0.19 mmol) of 3-amino-4-(cyclopropyloxy)-N-[6-(2-fluorophenyl)pyridin-3-yl]benzamide (intermediate 116), 29.2 mg (0.23 mmol) of IH-pyrazol-l-ylacetic acid, 130.3 mg (0.25 mmol) of PYBOP and 101 mu (0.58 mmol) of N-ethyl-N-isopropylpropan-2-amine in 3.5 mL of anh DMF were stirred for 5 h at 50 C. The reaction mixture was concentrated and purified by HPLC (Waters Autopurificationsystem SQD; column: YMC-Triart C18 5mu 100x30mm; eluent A: water + 0.1% vol. formic acid (99%), eluent B: acetonitrile; gradient: 0-0.50 min 24% B, 25 mL/min; 0.51-5.5 min 48- 66% B, 70 mL/min; temperature: room temperature) to yield 33 mg (36%) of the title compound. 1H-NM (300 MHz, DMSO-d6): delta [ppm]= 0.70 – 0.78 (m, 2H), 0.83 – 0.91 (m, 2H), 4.01 – 4.09 (m, IH), 5.13 (s, 2H), 6.33 (t, IH), 7.27 – 7.37 (m, 2H), 7.41 – 7.50 (m, 2H), 7.55 (d, IH), 7.76 – 7.86 (m, 3H), 7.90 – 7.99 (m, IH), 8.25 – 8.31 (m, IH), 8.62 (d, IH), 9.03 (d, IH), 9.26 (s, IH), 10.48 (s, IH). LC-MS (Method 3): Rt = 1.20 min; MS (ESIpos): m/z = 472 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; THEDE, Kai; BENDER, Eckhard; SCOTT, William J.; RICHTER, Anja; ZORN, Ludwig; LIU, Ningshu; MOeNNING, Ursula; SIEGEL, Franziska; GOLZ, Stefan; HAeGEBARTH, Andrea; LIENAU, Philip; PUEHLER, Florian; BASTING, Daniel; SCHNEIDER, Dirk; MOeWES, Manfred; WO2014/147021; (2014); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 16034-48-3,Some common heterocyclic compound, 16034-48-3, name is 1-Pyrazoleacetic Acid, molecular formula is C5H6N2O2, 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.

[0462] A solution of Example 1G and DIPEA (0.15 M and0.43 M in DMA, respectively, 257 f.LL, 0.04 mmol Example1 G (1.0 equivalent) and0.12 mmol DIPEA (3.0 equivalents)),HATU (0.2 M in DMA, 257 f.LL, 0.052 mmol, 1.3 equivalents),and 2-(1H-pyrazol-1-yl)acetic acid (0.40 Min DMA,121 f.LL, 0.048 mmol, 1.2 equivalents) were aspirated fromtheir respective source vials, mixed through a perfluoroalkoxymixing tube (0 2 mm inner diameter), and loaded intoan injection loop. The reaction segment was injected into theflow reactor (Hastelloy coil, 0.75 mm inner diameter, 1.8 mLinternal volume) set at 100 C., and passed through the reactorat 180 fJ.Lmin- 1 (10 minute residence time). Upon exiting thereactor, the reaction was loaded directly into an injection loopand purified by preparative HPLC on a Phenomenex LunaC8(2) 5 flill 100 A AXIA colunm (50 mmx21.2 mm) Agradient of acetonitrile (A) and 0.1% ammonium acetate inwater (B) was used, at a flow rate of30 mLmin (0-0.5 min 5%A, 0.5-6.5 min linear gradient 5-60% A, 6.5-7.0 min lineargradient 60-100%A, 7.0-8.9 min 100%A, 8.9-9.0minlineargradient 100-5%A, 9.0-10 min 5%A) to yield the title com-pound (7.33 mg, 39% yield). 1H NMR (400 MHz, DMSOd6D20)o7.76 (d, 1=2.3 Hz, lH), 7.60-7.45 (m, 4H), 7.37-7.28 (m, lH), 7.07-6.87 (m, 3H), 6.31 (t, 1=2.1 Hz, lH), 5.82 (s,lH), 5.00 (s, 2H), 3.93 (q, 1=6.9 Hz, 2H), 3.36 (s, 3H), 1.14 (t,1=6.9 Hz, 3H). MS (ESI) m/z 481.1 (M+W).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Pyrazoleacetic Acid, its application will become more common.

Reference:
Patent; Bogdan, Andrew; Kati, Warren M.; McDaniel, Keith F.; Park, Chang H.; Sheppard, George S.; Wang, Le; US2015/158873; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 16034-48-3, A common heterocyclic compound, 16034-48-3, name is 1-Pyrazoleacetic Acid, molecular formula is C5H6N2O2, 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.

A solution of Example 1G and DIPEA (0.15 M and 0.43 M in DMA, respectively, 257 iL, 0.04 mmol Example 1G (1.0 equivalent) and 0.12 mmol DIPEA (3.0 equivalents)),HATU (0.2 M in DMA, 257 iL, 0.052 mmol, 1.3 equivalents), and 2-(1H-pyrazol-1-yl)acetic acid (0.40 M in DMA, 121 iL, 0.048 mmol, 1.2 equivalents) were aspirated from their respective source vials, mixed through a perfluoroalkoxy mixing tube (0.2 mm inner diameter), and loaded into an injection loop. The reaction segment was injected into the flow reactor (Hastelloy coil, 0.75 mm inner diameter, 1.8 mL internal volume) set at 100 C, andpassed through the reactor at 180 iL min1 (10 minute residence time). Upon exiting the reactor, the reaction was loaded directly into an injection loop and purified by preparative HPLC on a Phenomenex Luna C8(2) 5 tm boA AXIA column (50 mm x 21.2 mm). A gradient of acetonitrile (A) and 0.1 % ammonium acetate in water (B) was used, at a flow rate of 30 mL/min (0-0.5 mm 5 % A, 0.5-6.5 mm linear gradient 5-60 % A, 6.5-7.0 mm lineargradient 60-100 % A, 7.0-8.9 mm 100 % A, 8.9-9.0 mm linear gradient 100-5 % A, 9.0-10 mm 5 % A) to yield the title compound (7.33 mg, 39 % yield). ?H NMR (400 MHz, DMSOd 6/D20) oe 7.76 (d, J= 2.3 Hz, 1H), 7.60 – 7.45 (m, 4H), 7.37 – 7.28 (m, 1H), 7.07 – 6.87 (m, 3H), 6.31 (t, J= 2.1 Hz, 1H), 5.82 (s, 1H), 5.00 (s, 2H), 3.93 (q, J= 6.9 Hz, 2H), 3.36 (s, 3H),1.14 (t, J= 6.9 Hz, 3H). MS (ESI) mlz 481.1 (M+Hj.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ABBVIE INC.; SHEPPARD, George, S.; BOGDAN, Andrew; KATI, Warren, M.; PARK, Chang, H.; WANG, Le; MCDANIEL, Keith, F.; WO2015/89075; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 16034-48-3, The chemical industry reduces the impact on the environment during synthesis 16034-48-3, name is 1-Pyrazoleacetic Acid, I believe this compound will play a more active role in future production and life.

General procedure: In a 20 or 40 mL reaction vial equipped with magnetic stir bar and Teflon-lined cap, a solution of the corresponding carboxylic acid (1.5 mmol, 3.0 eq) and DMAP (183.3 mg, 1.5 mmol, 3.0 eq) in anhydrous DMF (9.0 mL) was homogenized by stirring for 5-10min. EDCI¡¤HCl (287.6mg, 1.5mmol, 3.0 eq) was added, and the resulting mixture was homogenized by stirring for 5-10 min. The corresponding 1,3-indandione (0.5mmol, 1.0 eq) was added, and the resulting mixture was resealed and stirred for 12-72h, monitoring by LCMS. When complete, workup method A, B, or C was used to isolate the final products.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Pyrazoleacetic Acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 16034-48-3, name is 1-Pyrazoleacetic Acid, belongs to pyrazoles-derivatives 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 16034-48-3, SDS of cas: 16034-48-3

To a solution of 1 .76 g of Pyrazol-1 -yl-acetic acid in 20 ml of dry DMF 2.09 g of HOAT, 3.75 g of EDC and 6.9 ml of DIPEA were added at 0C. After 30 min 3.3 g of 3-amino-4-(1 -ethyl-propylamino)-benzoic acid methyl ester were added and the reaction was stirred at rt for 16 h. The reaction was then poured into water and extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. The crude product was purified by precipitation from heptane to yield 2.28 g (47 %) of 4-(1 -Ethyl-propylamino)-3-(2- pyrazol-1 -yl-acetylamino)-benzoic acid methyl ester. C 8H24N4O3 (344.42), LCMS (method 8_1_1 ): Rt = 0.85 min, m/z= 345.15 [M+H]+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Pyrazoleacetic Acid, other downstream synthetic routes, hurry up and to see.