Category: 84547-86-4

Adding a certain compound to certain chemical reactions, such as: 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic 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 84547-86-4, name: 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid

Example 39 4-{3-[(1S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-methyl-1H-pyrazole-3-carboxamide A mixture of 4-bromo-1-methyl-1H-pyrazole-3-carboxylic acid (20.0 mg, 0.0976 mmol), NH4Cl (52.2 mg, 0.976 mmol), TBTU (62.6 mg, 0.195 mmol), DIPEA (0.0340 mL, 0.195 mmol) and DMF (2 mL, 20 mmol) was stirred at rt for 10 min. The material was extracted with EtOAc, and washed with sat. NaHCO3 (3*) to remove carboxylic acid starting material. The organic layer was concentrated in vacuo. 3-[(S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)-ethyl]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (15.0 mg, 0.0348 mmol), (1,1’bis-(diphenylphosphino)-ferrocene) palladium dichloride (3.57 mg, 0.00488 mmol), K2CO3 (20.2 mg, 0.146 mmol) and 4:1 dioxane:H2O (1 mL, 10 mmol) were added, and the mixture was heated to 95 C. for 30 min. The solution was used directly for HPLC purification, and the fractions containing the pure product were concentrated in vacuo to afford the title compound as a white solid. 1H NMR (400 MHz, CD3OD): delta=1.80 (d, J=7.1 Hz, 3H), 3.70 (br. s., 3H), 3.96 (s, 3H), 5.14 (q, J=7.2 Hz, 1H), 6.88 (dd, J=9.2, 4.2 Hz, 1H), 7.05 (t, J=8.8 Hz, 1H), 7.30 (d, J=1.0 Hz, 1H), 7.66 (s, 1H), 7.72 (s, 1H), 8.22 (br. s., 1H). MS (ES+): m/z=428.11/430.12 (100/50) [MH+]. HPLC: tR=1.33 min (polar-3 min, UPLC-ACQUITY).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; OSI Pharmaceuticals, LLC; US2011/281888; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid

A mixture of methyl 4-bromo-1-methyl-1H-pyrazole-3-carboxylic acid (1eq), 4,4,4′,4′,5,5,5′,5′- octamethyl-2,2′-bi(1,3,2-dioxaborolane) (1 eq), KOAc (2 eq) and Pd(dppf)Cl2 (5 mol%) in 1,4- dioxane (10 mL) was stirred at 100 oC overnight. The precipitate was removed by filtration and the filtrate was used for next step without further purification. ESI-MS (m/z): 267.20 [M+1]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 84547-86-4.

Reference:
Patent; ASTRAZENECA AB; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore, M.; HOLENZ, Joerg; WESOLOWSKI, Steven; HE, Yuanjun; BUeRLI, Roland; (201 pag.)WO2017/139603; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 84547-86-4, A common heterocyclic compound, 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, molecular formula is C5H5BrN2O2, 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.

[00474] EXAMPLE 42A. Synthesis of Compound 265.[00 4-bromo-N-methoxy-N,l-dimethyl-lH-pyrazole-3-carboxamide. A mixture of 4-bromo-l -methyl- lH-pyrazole-3-carboxylic acid (2.04 g, 10 mmol), 2-(lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium tetrafluoroborate (3.21 g, 10 mmol), Nu,Omicron-dimethylhydroxylamine (1.22 g, 20 mmol) in N,N-Diisopropylethylamine (5 mL) and N,N-Dimethylformamide (20 mL) was stirred for 12 h at room temperature. The mixture was concentrated in vacuum, and the residue was purified by flash chromatography eluting with petroleum ether/ethyl acetate = 5: 1 to give the titled product as a colorless oil (2.4 g, 97%). LC/MS m/z 247 [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.

Application of 84547-86-4, A common heterocyclic compound, 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, molecular formula is C5H5BrN2O2, 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 D: Preparation of (4-Bromo-l-methyl-lH-pyrazoI-3-yl)-{4-[2-(2,4-difluoro- phenyl)-ethyl]-piperazin-l-yl}-methanone (Compound 84).In a heavy-walled sealed tube, 4-bromo-l -methyl- lH-pyrazole-3-carboxylic acid (0.0194 g, 0.0583 mmol), l-(2,4-difluorophenethyl)piperazine (0.0145 g, 0.0641 mmol), 0-(7- azabenzotriazol-l-yO-N^/V^/V^/V-tetramethyluronium hexafluorophosphate (0.0244 g, 0.0641 mmol), and triethylamine (0.0162 mL, 0.117 mmol) were combined in TEtaF (0.5 mL). The reaction mixture was heated at 100 0C for 10 min under microwave irradiation. The reaction mixture was concentrated and then purified by RP-EtaPLC. The best fractions were lyophilized to afford the TFA salt of the title compound (0.015 g) as a yellow solid. 1H NuMR (DMS0-<4 400 MHz) delta 2.90-3.80 (m, 10H), 3.87 (s, 3H), 4.18-4.40 (bs, IH), 4.45-4.69 (bs, IH), 7.07-7.16 (m, IH), 7.23-7.33 (m, IH), 7.39-7.47 (m, IH), 8.09 (s, IH). Exact mass calculated for C17H19BrF2N4O: 412.1; Found: LCMS m/z (%) = 413.1 (M+HT 79Br, 100%), 415.1 (M+H+ 81Br, 98%). The synthetic route of 84547-86-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 84547-86-4, name is 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic 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 84547-86-4, Safety of 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid

To a solution of 4-bromo-1-methyl-1H-pyrazole-3-carboxylic acid (450 mg,2.2 mmol)in DCM (10 mL)was added oxalyl dichloride (0.37 mL,4.39 mmol)and DMF (0.016 mL,0.22mmol). The mixture was stirred at room temperature for 2 hand concentrated in vacuo to give 4-bromo-1-methyl-1H-pyrazole-3-carbonyl chloride (500 mg,crude)as a white solid which was10 dissolved in DCM (15 mL). 3-(1-Methyl-1H-pyrazol-4-yl)isoquinolin-8-amine (350 mg,1.56mmol)and N,N-diisopropylethylamine (1.09 mL,6.24 mmol)were added. The reaction mixturewas stirred at room temperature for 16 h. The reaction was washed with water (5 mL). Theorganic layer was dried over anhydrou Na2S04,filtered and concentrated in vacuo. The cruderesidue was purified by silica gel column chromatography (DCM/MeOH = 20: 1)to give the title15 compound (400 mg,62%)as a yellow solid. 1HNMR (400 MHz,DMSO-d6)8 10.55 (s,1H),9.28 (s,1H),8.33 (s,1H),8.17 (s,1H),8.08- 8.06 (m,2H),7.77- 7.71 (m,2H),7.69- 7.64 (m,1H),4.01 (s,3H),3.92 (s,3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid, and friends who are interested can also refer to it.