Category: 473528-88-0

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. 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C5H5BrN2O

Steps 1-2 (0865) To a mixture of 22 6-bromoisoquinolin-3-amine (XII) (4.0 g, 17.93 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (1.03 g, 1.26 mmol), 174 KOAc (4.39 g, 44.83 mmol) and 175 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (5.01 g, 19.72 mmol) in 33 1,4-dioxane (50 mL) was bubbled with 176 N2 for 2 min. The reaction mixture was sealed and heated at 90 C. for 1.5 h. The reaction was cooled to room temperature, filtered and washed with EtOAc. The filtrate was concentrated and the residue taken in dioxane (50 mL). To the suspension was added 177 4-bromo-2-methyl-pyrazole-3-carbaldehyde (LX) (3.39 g, 17.93 mmol) followed by 32 K3PO4 (9.52 g, 44.83 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (1.03 g, 1.26 mmol) and 24 water (15 mL). The mixture was purged with N2 for a min, sealed and heated again at 90 C. for 19 h. The mixture was cooled to room temperature and concentrated to about 20 mL. The concentrate was diluted with EtOAc and filtered through a pad of Celite. The filtrate was diluted with water and the organic layer separated. The organic layer was washed with brine; dried, filtered and concentrated. The residue was triturated in ether and the resulting solid filtered to afford 178 4-(3-amino-6-isoquinolyl)-2-methyl-pyrazole-3-carbaldehyde (LXI) (4.1 g, 16.2 mmol, 90.6% yield) as a brown solid. 1H NMR (499 MHz, DMSO-d6) delta ppm 0.01 (6H, s), 0.86 (9H, s), 0.88-1.00 (2H, m), 1.23-1.35 (2H, m), 1.35-1.46 (1H, m), 1.69-1.79 (2H, m), 1.85-1.95 (2H, m), 2.21 (1H, tt, J=12.21, 3.57 Hz), 3.38 (2H, d, J=6.31 Hz), 3.57 (3H, s) ESIMS found for C14H12N4O m/z 252.95 (M+1).

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; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Marakovits, Joseph Timothy; Chiruta, Chandramouli; Mak, Chi Ching; Cao, Jianguo; (324 pag.)US2017/313681; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 473528-88-0

To a mixture of OI-5b (700 mg, 3.72 mmol, 1.0 eq), 4a-1 (1.27 g, 4.09 mmol, 1.1 eq), DPPF (42 mg, 0.503 mmol, 0.1 eq) and DIEA (942 mg, 7.55 mmol, 1.5 eq) in toluene (10 mL) was added Pd(dba)2 (150 mg, 0.260 mmol, 0.07 eq) under nitrogen atmosphere. The mixture was stirred at 110 C. for 16 h. Then the mixture was filtered and extracted with water and ethyl acetate. The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford OI-5c (120 mg, 10%)

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; Foresee Pharmaceuticals Co., Ltd.; YANG, Wenjin; CHANG, Kai-Wei; LIU, Suying; TSAI, Cheng-Han; (98 pag.)US2019/352288; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 473528-88-0,Some common heterocyclic compound, 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, molecular formula is C5H5BrN2O, 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 mixture of 8-1 (700 mg, 3.7 mmol), bis(pinacolato)diboron (1.1 g, 4.4 mmol), Pd(dppf)Cl2 (190 mg, 0.26 mmol) and AcOK (1.1 g, 11.1 mmol) in dioxane (25 mL) was stirred at 105 C overnight under nitrogen atmosphere. After cooling to room temperature, the mixture was evaporated to remove most of dioxane. The residue was treated with brine (30 mL) and extracted with EtOAc (40 mL*2). The combined organic layers were dried over Na2SO4 and filtered. The filtrated was concentrated to give the crude title compound as a black oil (2.9 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, its application will become more common.

Application of 473528-88-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation 142: 1 -Methyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazole- e A mixture of 4-bromo-1 -methyl-1 H-pyrazole-5-carbaldehyde (150 mg, 0.794 mmol), KOAc (234 mg, 2.38 mmol), Pd(dppf)CI2 FontWeight=”Bold” FontSize=”10″ DCM (33.6 mg, 0.040 mmol) and bis(pinacolato)diboron (222 mg, 0.873 mmol) in dioxane (4 mL) was stirred at ^ 00 oC under microwave irradiation for 1 hour. The reaction mixture was diluted with EtOAc. The mixture was filtered and purified using Biotage silica gel column chromatography eluting with 20% EtOAc/ cyclohexanes to give the title compound (96 mg, 51 %). 1 H NMR (500 MHz, CDCI3): 0 10.28 (s, 1 H), 7.79 (s, 1 H), 4.20 (s, 3H), 1 .34 (s, 12H). LCMS (ESI) Rt = 2.55 minutes MS m/z 237 [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, 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Related Products of 473528-88-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 4-bromo-l-methyl-lH-pyrazole-5-carbaldehyde (2.50 g, 13.2 mmol), bis- (pinacolato)diboron (5.04 g, 19.8 mmol), KOAc (3.89 g, 39.7 mmol) and PdCl2(dppf) (0.484 g, 0.661 mmol) in 1 ,4-dioxane (50 mL) was degassed and then heated at 80 C under N2 for 18 h, then was cooled to RT. The reaction mixture was diluted with EtOAc, then was filtered and concentrated in vacuo. The residue was chromatographed (80 g Si02; continuous gradient from 0% to 50% EtOAc in hexane over 20 min) to give the title compound (3.0 g, 12.7 mmol, 96 % yield) as a white solid. NMR (400 MHz, CDCls) d 10.27 (s, 1H), 7.78 (s, 1H), 4.19 (s, 3H), 1.34 (s, 12H); nB NMR (128 MHz, CDC13) d 29.2 (br s, IB).

The synthetic route of 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference of 473528-88-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 473528-88-0, name is 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-2-methyl-2H-pyrazole-3-carbaldehyde (1.00 g; 5.29 mmol) is dissolved in 5.0 ml of anhydrous THF and cooled down to -78 C. Phenylmagnesium chloride 2 mol/l (6.61 ml; 13.2 mmol) is added and the reaction mixture is stirred for 1 hour. It is warmed up to 0 C. and is quenched carefully with water, then extracted with DCM. The organic layers are pooled, dried over MgSO4 and purified by using reversed phase chromatography under basic conditions. Yield: 82% (1.16 g; 4.35 mmol);HPLC-MS: (M+H)+= 267; tRet=1.59 min; method FECBM3ESI.

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, 4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.