Category: 3920-50-1

Adding a certain compound to certain chemical reactions, such as: 3920-50-1, name is Pyrazole-3-carboxaldehyde, 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 3920-50-1, Recommanded Product: Pyrazole-3-carboxaldehyde

2-(Trimethylsilyl)ethoxymethyl chloride (14 ml, 78 mmol) was added portionwise over 10 minutes, at -40° C., to a solution of pyrazole-3-carboxaldehyde (5 g, 52 mmol) and diisopropylethylamine (13.6 ml, 78 mmol), in dichloromethane (100 ml). The reaction mixture was then warmed to room temperature and stirred for a further 18 hours, after which time it was quenched with brine and extracted with dichloromethane. The organic layer was separated, dried over magnesium sulphate and concentrated under reduced pressure to provide the crude product (14.6 g). A portion of this (3 g) was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (5:95 to 10:90 to 20:80, by volume) to provide the title compound (14.6 g, 100percent) as a 1.1:1 mixture of regioisomers. 1H-NMR (400 MHz, CDCl3): 5-0.05 (s, 9H, regioisomer B), -0.02 (s, 9H, regioisomer A), 0.87-0.94 (m, 2HA+2HB), 3.58 (t, 2HA+2HB), 5.51 (s, 2H, A), 5.81 (s, 2H, B), 6.87 (s, 1H, A), 6.97 (s, 1H, B), 7.62 (m, 1 HA+1 HB), 9.95 (s, 1H, B), 10.01 (s, 1H, A); LC-MS: ESI+: m/z 227 [MH+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazole-3-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Bradley, Paul Anthony; Dack, Kevin Neil; Marsh, Ian Roger; US2006/241125; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 3920-50-1,Some common heterocyclic compound, 3920-50-1, name is Pyrazole-3-carboxaldehyde, molecular formula is C4H4N2O, 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.

Reference Production Example 6-1 1-(hydroxymethyl)-3-formyl-1H-pyrazole The mixture of 0.96 g of 3-formyl-1H-pyrazole, 0. 60 g of paraformaldehyde and 0.3 ml of triethylamine was stirred at 100 °C for 5 hours. After the reaction mixture was cooled to room temperature, acetone was added to the reaction mixture. The mixture was filtered. The filterate was concentrated under reduced pressure to obtain 1.21 g of 1-(hydroxymethyl)-3-formyl-1H-pyrazole. The crude product was used for next process without purification. 1H-NMR(CDCl3,TMS,delta(ppm)):5.63(2H,s),6.84(1H,d),7.67(1H,d),9.96(1H,s)

The synthetic route of 3920-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1710234; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 3920-50-1,Some common heterocyclic compound, 3920-50-1, name is Pyrazole-3-carboxaldehyde, molecular formula is C4H4N2O, 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.

1.04 g (15 mmol) of hydroxylamine hydrochloride, 1.23 g (15 mmol) of sodium acetate and 40 ml of ethanol were added to a 100 ml three-necked flask, and 0.96 g (10 mmol) of 3-formalpyrazole was added thereto with stirring.The temperature was raised to 60 C and the reaction was carried out for 3 h. After the reaction, the milky white turbid liquid was obtained and cooled to room temperature.filter,The filtrate was evaporated to give an oily viscous solid, which was dissolved in 50 ml of water.Extract 50 times with 50 ml of ethyl acetate.The organic phase was dried over anhydrous sodium sulfate and filtered.The filtrate was evaporated to dryness to give a pale yellow viscous solid 0.99 g.The yield was 89.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Pyrazole-3-carboxaldehyde, its application will become more common.

Reference:
Patent; Xi’an Modern Chemical Institute; Zhang Yiying; Li Purui; Zhou Cheng; Wang Wei; Sun Chenghui; (7 pag.)CN109438353; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 3920-50-1,Some common heterocyclic compound, 3920-50-1, name is Pyrazole-3-carboxaldehyde, molecular formula is C4H4N2O, 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.

To a solution of 1H-pyrazole-3-carbaldehyde (5.00 g, 52.0 mmol, CAS: 3920-50-1) and BnBr (9.34 g, 54.6 mmol) in DMF (50 mL) was added Cs2CO3 (42.4 g, 130 mmol). The reaction mixture was stirred at 25 C. for 1 hour. On completion, the reaction mixture was diluted with water, extracted with ethyl acetate (3×100 mL). The combined organic layers was washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by silica gel chromatography (Petroleum ether: Ethyl acetate=20:1) to give the title compound (8.00 g, 83% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 10.02 (s, 1H), 7.44 (d, J=2.4 Hz, 1H), 7.43-7.33 (m, 3H), 7.29-7.24 (m, 2H), 6.85 (d, J=2.4 Hz, 1H), 5.42 (s, 2H).

The synthetic route of 3920-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 3920-50-1, These common heterocyclic compound, 3920-50-1, name is Pyrazole-3-carboxaldehyde, 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.

EXAMPLE 3 Synthesis of 3-pyrazolecarbaldehyde-(5-nitro-2-pyridyl)hydrazone (compound 3) A desired product was obtained in the same manner as in Example 1 by using 3.20 g (20.8 mmol) of 5-nitro-2-pyridylhydrazine and 1.90 g (19.8 mmol) of 3-pyrazolecarbaldehyde. Yield: 3.92 g (16.9 mmol) [yield rate: 85percent] Melting point: 286° to 287° C.

The synthetic route of 3920-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kabushiki Kaisha Toshiba; US5569763; (1996); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 3920-50-1, A common heterocyclic compound, 3920-50-1, name is Pyrazole-3-carboxaldehyde, molecular formula is C4H4N2O, 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 flask was charged with CuI (79 mg, 0.42 mmol), 8-hydroxyquinoline-N-oxide (134 mg, 0.83 mmol), Cs2CO3 (2.713 g, 8.33 mmol), 1H-pyrazole-3-carbaldehyde 42 (400 mg, 4.16 mmol). The flask was evacuated and backfilled with argon. Iodobenzene (0.70 mL, 6.24 mmol) and DMSO (5 mL) were added to the flask under argon atmosphere. After stirring at 90 C for 48 h, the mixture was diluted with water, and extracted with ethyl acetate (3 x 30 mL). The combined organic phases were washed with brine, dried with Na2SO4, filtered, concentrated and purified by silica gel chromatography to afford 68b as a pale yellow solid (329 mg, 46 %).

The synthetic route of 3920-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yao, Yiwu; Liao, Chenzhong; Li, Zheng; Wang, Zhen; Sun, Qiao; Liu, Chunping; Yang, Yang; Tu, Zhengchao; Jiang, Sheng; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 639 – 652;,
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. 3920-50-1, name is Pyrazole-3-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 3920-50-1

1.18 g (20 mmol) of hydroxylamine hydrochloride, 1.63 g (20 mmol) of sodium acetate and 40 ml of ethanol were added to a 100 ml three-necked flask, and 0.96 g (10 mmol) of 3-formaldehyde pyrazole was added thereto with stirring. The temperature was raised to 50 C and the reaction was carried out for 2 h. After the reaction, a milky white turbid liquid was obtained, which was cooled to room temperature, filtered, and the filtrate was evaporated to give an oily viscous solid. Dissolved in 50 ml of water, The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated to dryness to give a pale yellow viscous solid, 0.94 g. The yield was 85.3%.

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 3920-50-1.

Reference:
Patent; Xi’an Modern Chemical Institute; Zhang Yiying; Chang Pei; Hu Jianjian; Sun Chenghui; Pang Siping; (6 pag.)CN109251174; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3920-50-1, name is Pyrazole-3-carboxaldehyde, 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 3920-50-1, Product Details of 3920-50-1

2-(Trimethylsilyl)ethoxymethyl chloride (14 ml, 78 mmol) was added portionwise over 10 minutes, at -40° C., to a solution of pyrazole-3-carboxaldehyde (5 g, 52 mmol) and diisopropylethylamine (13.6 ml, 78 mmol), in dichloromethane (100 ml). The reaction mixture was then warmed to room temperature and stirred for a further 18 hours, after which time it was quenched with brine and extracted with dichloromethane. The organic layer was separated, dried over magnesium sulphate and concentrated under reduced pressure to provide the crude product (14.6 g). A portion of this (3 g) was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (5:95 to 10:90 to 20:80, by volume) to provide the title compound (14.6 g, 100percent) as a 1.1:1 mixture of regioisomers. 1H-NMR (400 MHz, CDCl3): 5-0.05 (s, 9H, regioisomer B), -0.02 (s, 9H, regioisomer A), 0.87-0.94 (m, 2HA+2HB), 3.58 (t, 2HA+2HB), 5.51 (s, 2H, A), 5.81 (s, 2H, B), 6.87 (s, 1H, A), 6.97 (s, 1H, B), 7.62 (m, 1 HA+1 HB), 9.95 (s, 1H, B), 10.01 (s, 1H, A); LC-MS: ESI+: m/z 227 [MH+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazole-3-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Bradley, Paul Anthony; Dack, Kevin Neil; Marsh, Ian Roger; US2006/241125; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 3920-50-1, The chemical industry reduces the impact on the environment during synthesis 3920-50-1, name is Pyrazole-3-carboxaldehyde, I believe this compound will play a more active role in future production and life.

The compound (72.0 mg) obtained in Example 43-1 was dissolved in methanol (3.5 ml) and then added with pyrazole-3-carboxaldehyde (24.5 mg) and sodium cyanoborohydride (35.9 mg). The reaction solution was adjusted to pH 5 with the addition of acetic acid, followed by stirring at room temperature for 14 hours. The reaction solution was added with a 1 mol/l sodium hydroxide aqueous solution and then extracted with chloroform. Then, the organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. After the solvent had been distilled off, the residue obtained was purified through silica gel column chromatography (chloroform/ethyl acetate) and treated with hydrochloric acid, thereby obtaining hydrochloride (52.3 mg) of the subject compound as a yellow solid. MS(FAB,Pos.):m/z=486[M+H]+1H-NMR(500MHz,DMSO-d6):delta=0.85(6H,t,J=7.5Hz),1.65(4H,m),2.88(4H,m),3.70(2H,brs),3 .78(2H,brs),4.00(2H,brs),4.10(2H,brs),4.28(2H,brs),6.34(1H,d ,J=2.1Hz),6.65(2H,d,J=8.5Hz),7.21(2H,d,J=8.5Hz),7.32(2H,d,J= 8.3Hz),7.38(2H,d,J=8.3Hz),7.51(2H,s),7.69(1H,d,J=2.1Hz).

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, Pyrazole-3-carboxaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); 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. 3920-50-1, name is Pyrazole-3-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Pyrazole-3-carboxaldehyde

General procedure: A mixture of 1H-imidazole-2-carbaldehyde 40 (200 mg, 2.08 mmol), potassium carbonate (0.8630 g, 6.24 mmol) and 3-(bromomethyl)-1,1′-biphenyl 38 (0.7716 g, 3.12 mmol) in acetonitrile (10 mL) was stirred overnight at room temperature, then the solvent was removed, diluted with water, and extracted with ethyl acetate (3 x 30 mL). The combined organic phases were washed with brine, dried with Na2SO4, filtered, concentrated and purified by silica gel chromatography to afford 44 as a pale yellow solid (527 mg, 97%).

According to the analysis of related databases, 3920-50-1, the application of this compound in the production field has become more and more popular.