Category: 62802-42-0

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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

Under nitrogen, a solution of sodium carbonate (4.24g, 40 mmol) in water (20 mL) was added to asolution of 2-chloro-5-fluoropyrimidine 4 (2.47 mL, 20 mmol) in toluene (60 mL), and the mixture washeated to 80 C. Bis(triphenylphosphine)palladium(II) chloride (701.9 mg, 1 mmol) was added, and asolution of 3-(hydroxymethyl)phenylboronic acid (3.34 g, 22 mmol) in ethanol (20 mL) wassubsequently added dropwise. The reaction mixture was stirred at 90 C for 12 hours. The reactionmixture was cooled to room temperature and filtered. The aqueous phase was extracted with AcOEt(100 mL x 3). The combined organic layer was washed with H2O (30 mL) and brine (20 mL), and thendried over anhydrous Na2SO4, filtered and evaporated in vacuo. The residue was purified by flashchromatography over silica gel (petroleum/EtOAc = 10:13:1) to give(3-(5-fluoropyrimidin-2-yl)phenyl)methanol 5 (68%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Article; Zhang, Niu-niu; An, Bai-jiao; Zhou, Yan; Li, Xing-shu; Yan, Ming; Molecules; vol. 24; 6; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 62802-42-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 62802-42-0 as follows.

2-Chloro-5-fluoropyrimidine (30g, 227mmol, 1 equiv), Zn(CN)2 (53g, 454mmol, 2 equiv), Pd(PPh3)4 (13. lg, l l .35mmol, 0.05 equiv) and DMF were charged into round bottom flask The mixture was degassed and refilled with N2 three times. Then the mixture was stirred at l30C overnight. The suspension was filtered. The filtrate was diluted with water and extracted with EtOAc three times. The organic layers were washed with brine, dried over anhydrous Na2S04, and filtered. The filtrate was adjusted to PH = 4 with 4 mol/L HCl/MeOH solution. Then the solution was concentrated to give crude 5- fluoropyrimidine-2-carbonitrile as brown oil which was used in next step without further purification. LC-MS: m/z 124.0 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
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Pyrimidine – Wikipedia

Application of 62802-42-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 62802-42-0 as follows.

Step 1 : 1,1-Dimethylethyl [1-(2-fluoro-5-pyrimidinyl)-4-piperidinyl]carbamate (194)To a stirred solution of 1 ,1-dimethylethyl 4-piperidinylcarbamate (500 mg, 2.50 mmol) and diisopropylethylamine (0.871 mL, 5.0 mmol) in acetonitrile (25 mL) was added 2- chloro-5-fluoropyrimidine (0.34 mL, 2.75 mmol) via syringe at RT. The reaction mixture was heated to reflux for 19 hours, then cooled to RT and concentrated under reduced pressure. The crude oil was purified by SiO2 flash chromatography (20% to 50% EtOAc in hexanes) to give 495 mg (67%) of the title product 194 as a viscous oil. 1H NMR (400 MHz, CDCI3): delta 8.17 (s, 2 H), 4.56 – 4.52 (m, 2 H), 4.47 – 4.41 (m, 1 H), 3.70 (br s, 1 H), 3.07 – 3.00 (m, 2 H), 2.02 – 1.98 (m, 2 H), 1.44 (s, 9 H), 1.39 -1.28 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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.

General procedure: Hydrazine hydrate (5 mL) and 14a (10 mmol)was added to EtOH, and the mixture was heated to 60C overnight. After cooling, the solvent was evaporated, and the residue was diluted with 50 mL water, and extracted with DCM (50 mL¡Á3). The combined organic extract was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to get the crude product 15a which was used in the next step without further purification. A solution of 2-hydroxybenzaldehyde (122 mg, 1 mmol) in 5 mL MeOH was added slowly to a solution of 15a (1 mmol), and the mixture was heated at 40C overnight. The residue was filtered, and washed with water, brine and petrol ether to give the product 16b. 5-fluoro-2-hydrazinylpyrimidine (15a)1H NMR (400 MHz, DMSO-d6) delta 8.40 (s, 2H), 8.22 (s, 1H), 4.14 (s, 2H). ESI-ms (m/z): 129.1[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. 62802-42-0, 2-Chloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Xiaoai; Fang, Zhen; Yang, Bo; Zhong, Lei; Yang, Qiuyuan; Zhang, Chunhui; Huang, Shenzhen; Xiang, Rong; Suzuki, Takayoshi; Li, Lin-Li; Yang, Sheng-Yong; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2284 – 2288;,
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Pyrimidine – Wikipedia

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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C4H2ClFN2

2-Chloro- 5-fluoro-pyrimidine (14.45 mL, 117 mmol), potassium (Z)-but-2-en-2-yltrifluoroborate (24.63 g, 152 mmol), tricyclohexylphosphine (6.56 g, 23.39 mmol), and Pd2(dba)3 (10.71 g, 11.70 mmol) were added to a vial which was then degassed and backfilled with nitrogen. 1,4-Dioxane (195 mL) and aqueous potassium phosphate tribasic (29.0 mL, 351 mmol) were then added by syringe. The resulting reaction was heated at 100 C for 16 h. The reaction was then cooled to RT. The organics were concentrated in vacuo. The residue was filtered through a plug of silica gel and then loaded onto a silica gel column (0-20% EtOAc in hexanes) to afford Example 56.1 (14.24 g, 94 mmol, 80 % yield). LCMS-ESI (pos.) m/a: 153.1 (M+H)t

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 62802-42-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: (0552) To 2-chloro-5-fluoropyrimidine (2 g, 15 mmol) in a 250-mL round bottom flask was added DMA (8 mL), tris(dibenzylideneacetone)dipalladium (0.544 g, 0.6 mmol), 1,1?-bis(diphenylphosphino)ferrocene (0.67 g, 1.2 mmol), zinc cyanide (1.15 g, 9.8 mmol), and zinc dust (0.237 g, 3.62 mmol). The flask was capped, flushed with nitrogen, and stirred for 2.5 h at 100 C. The reaction was cooled to room temperature, filtered through celite, and washed with DCM. The filtrate was poured into water and extracted with DCM. The combined organic layers were dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-10% EtOAc/hexanes over 20 minutes) to provide the nitrile compound (0.58 g, 31%).

According to the analysis of related databases, 62802-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Scott, Jack D.; Stamford, Andrew W.; Gilbert, Eric J.; Cumming, Jared N.; Iserloh, Ulrich; Misiaszek, Jeffrey A.; Li, Guoqing; US2015/307465; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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 large microwave vial was charged with potassium (2Z)-2-buten-2-yltrifluoroborate (Sigma- Aldrich, 900 mg, 5.6 mmol), potassium phosphate (3.54 g, 16.7 mmol) and 2-chloro-5- fluoro-pyrimidine (686 ^L, 5.6 mmol). DMF (10 mL) and water (2 mL) were added and the mixture was deoxygenated with an Ar stream. Tetrakis(triphenylphosphine)palladium (642 mg, 0.56 mmol) was added, and the slurry was again deoxygentaed with an Ar stream. The vial was then capped and heated in the microwave at 95 C for 12 h. The reaction mixture was then partitioned between water (60 mL) and diethyl ether (2X). The combined organic layers were washed with water (1X) and brine (1X), dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent: pure DCM) to provide 403.1 (476 mg, 56% yield) as a light yellow oil. LCMS-ESI (pos.) m/z: 153.2 (M+H)+.

According to the analysis of related databases, 62802-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia