Tag: M.W:200-300

Synthetic Route of 63810-78-6, 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. 63810-78-6, name is 5-Bromo-4-chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

Compound 44. A mixture of compound 42 (1.0 g, 4.22 mmol, 1.5 eq.), compound 43 (1.2 g, 2.82 mmol, 1 eq.), Pd(PPh3)4 (325 mg, 282 mumol, 0.1 eq.), and LiCl (239 mg, 5.63 mmol, 2 eq.) in toluene (10 mL) was degassed and purged with N2 for 3 times. Then the mixture was stirred at 100 C for 8 h under N2. The reaction mixture was cooled down to 25 oC and partitioned between sat. KF (30 mL) and EtOAc (40 mL). The organic phase was separated, washed with brine (20 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EtOAc: 10/1 to 3/1) to afford compound 44 (400 mg, 1.18 mmol, 42% yield). 1H NMR (CDCl3, 400 MHz) delta 8.72 (s, 1H), 4.11 (s, 3H), 3.00 (d, J = 6.7 Hz, 2H), 2.57 (s, 3H), 1.07-0.92 (m, 1H), 0.57-0.46 (m, 2H), 0.32-0.17 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63810-78-6, 5-Bromo-4-chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; SNIR-ALKALAY, Irit; VACCA, Joseph; BEN-NERIAH, Yinon; (238 pag.)WO2019/155468; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C16H11ClN2

Under an argon gas atmosphere, the intermediate body 1-4 (1.6 g, 3.9 mmol), the intermediate body 1-1 (1.0 g, 3.9 mmol), tris(dibenzylideneacetone)dipalladium (0.071 g, 0.078 mmol), tri-t-butylphosphonium tetrafluoroborate (0.091 g, 0.31 mmol), sodium t-butoxide (0.53g, 5.5 mmol), and anhydrous toluene (20 mL) were sequentially mixed, and heated to reflux for 8 hours. After the reaction solution was cooled down to the room temperature, an organic layer was removed and an organic solvent was distilled away under reduced pressure. The obtained residue was refined by silica-gel column chromatography, whereby a compound 1 (2.4 g, a yield of 95%) was obtained. FD-MS analysis consequently showed that m/e was equal to 638 while a calculated molecular weight was 638.

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, 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2415769; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1032452-86-0 ,Some common heterocyclic compound, 1032452-86-0, molecular formula is C13H10ClN3, 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.

In 80 mL of sec-butanol, 2.44 g (10.04 mmol) of compound 2, 2.60 g (15.06 mmol) of p-toluenesulfonic acid and 2.48 g (10.04 mmol) of 4-bromo-5-nitro 2-methoxyaniline were added. The mixture was reacted at 90 C for 20 hours, detected by TLC, and the reaction was completed.It cooled to room temperature, concentrated to give a black solid, which was successively washed with acetonitrile and methyl tert-butyl ether to give 2.58 g (5.68 mmol) of Compound 3 The crude yield of 56.56 %

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Beijing Xuanyi Pharmaceutical Technology Co., Ltd.; Jilin Huikang Pharmaceutical Co., Ltd.; Song Yuntao; A .J.buliqi; (90 pag.)CN104761544; (2019); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 163622-50-2 , The common heterocyclic compound, 163622-50-2, name is 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C6H5IN4, 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.

Dissolve 3-iodo-4-amino-1H-pyrrole [3,4-d] pyrimidine (294 mg, 1.13 mmol) in 2 mL (1: 3) of a mixed solvent of ethanol and DME, and then add 0.25 mL of saturated sodium carbonate Solution andN-methyl 2-azaindole-3-boronic acid pinacol ester (413 mg, 1.6 mmol). After the whole system was ventilated three times, tetrakis (triphenylphosphine) palladium (127 mg, 0.11 mmol) was added to the mixture, and then the whole system was heated to 90 C. under nitrogen and stirred for 12 hours. After the reaction was completed, filtration was performed with celite, and the obtained filtrate was washed three times with water and dichloromethane. The organic phase was subjected to rotary evaporation under reduced pressure to obtain a solid, which was separated by silica gel column chromatography (eluent was dichloromethane containing 1-2% methanol), and finally 234 mg (0.88 mmol) of the target compound was obtained as a pale green solid. Yield: 78%.

The synthetic route of 163622-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yaoya Science And Technology (Shanghai) Co., Ltd.; Liang Yonghong; Zeng Zhaosen; Ling Yuan; (35 pag.)CN110452243; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, 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, 2972-52-3, blongs to pyrimidines compound. SDS of cas: 2972-52-3

Step-1. Preparation of 2,4-dichloro-N-methylpyrimidine-5-carboxamide (2): To a solution of methyl amine (2M) in THF (2.4 mL, 4.70 mmol) in DCM (50 ml), TEA (963 mg, 9.50 mmol) and 2,4-dichloropyrimidine-5-carbonyl chloride (1 g, 4.70 mmol) were added slowly at -78 C. for 1 h. TLC showed completion of starting material (TLC system: 10% ethyl acetate in hexane (Rf): 0.3). The reaction mixture was diluted with DCM (50 ml), washed with water (2*30 ml) and a saturated solution of NaHCO3. The organic layer was separated, dried over sodium sulphate, and concentrated. Crude compound was purified by column chromatography using silica gel (100-200 mesh) with 5% ethyl acetate in hexane to obtain 2,4-dichloro-N-methylpyrimidine-5-carboxamide as white solid. Yield: (400 mg, 33%). 1HNMR (400 MHz, CDCl3) delta 8.98 (s, 1H), 6.50 (br s, 1H), 3.07 (d, 3H, J=4.8 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2972-52-3, its application will become more common.

Reference:
Patent; Celgene Avilomics Research, Inc.; Haq, Nadia; Niu, Deqiang; Petter, Russell C.; Qiao, Lixin; Singh, Juswinder; Zhu, Zhendong; US2014/228322; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 39876-88-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39876-88-5, name is 4-Chlorobenzofuro[3,2-d]pyrimidine, molecular formula is C10H5ClN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Finally, 3- [6- (9,9-dimethyl-fluoren-2-yl) dibenzothiophene-4-yl] phenyl boronic acid pinacol ester 0.45g, 4- chlorobenzoate furo [3,2-d ] pyrimidine 0.14g, flask, 0.45g potassium phosphate, dioxane, 4mL, 0.16g t- butanol, a three-necked, flask was replaced air by nitrogen;Then, 1.8mg of palladium acetate, di (1-adamantyl) -n- butyl phosphine was added to 5.6mg pin, and the mixture was allowed to promote the reaction to reflux.Water was added to the obtained mixture, and the solution was extracted with ethyl acetate.Washed with saturated aqueous sodium chloride, the addition of magnesium sulfate, and filtered nature.Removing the solvent of the filtrate was evaporated, toluene: hexane = 1: 5 by purifying the (volume ratio) by flash column chromatography using as a developing solvent to obtain a yellow solid in a yield of 10%.It shows a synthetic scheme of Step 5 in the formula (e-3).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 39876-88-5, 4-Chlorobenzofuro[3,2-d]pyrimidine.

Reference:
Patent; Handotai Enerugi Ken kyushu Corporation; Inoue, Hideko; Ghanamoto, Miki; Seo, Hiromi; Takahashi, Tsuyoshi; Nakagawa, Tomoka; (80 pag.)KR2015/132837; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 161489-05-0, Adding some certain compound to certain chemical reactions, such as: 161489-05-0, name is 4-Iodo-6-methoxypyrimidine,molecular formula is C5H5IN2O, 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 161489-05-0.

General procedure: To a solution of(S)-4-(difluoromethyl)-N-(6-(3,4-dimethylpiperazin-1- yl)-2,4-difluoro-3 -(1,2,3 ,6-tetrahydropyridin-4-yl)phenyl)-6-oxo- 1 ,6-dihydropyridine- 3-carboxamide (31.5 mg, 0.064 mmol, preparation described in Example 34) and 2- bromo-5-methoxypyrimidine (16.89 mg, 0.089 mmol) in 2-propanol (2.5 mL) at RT was added N,N-diisopropylethylamine (0.022 ml, 0.128 mmol). After heating in a microwave reactor at 170 C for 2 h, the reaction mixture was purified on preparatory column eluting with water (containing 0.1% HCOOH)/acetonitrile (containing 0.1% HCOOH) gradient (85/55). The title compound was isolated as an yellow powder (20 mg, 50%). LCMS [M+1j 602.5.

According to the analysis of related databases, 161489-05-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROPELLON THERAPEUTICS INC.; AL-AWAR, Rima; ISAAC, Methvin; JOSEPH, Babu; LIU, Yong; MAMAI, Ahmed; PODA, Gennady; SUBRAMANIAN, Pandiaraju; UEHLING, David; WILSON, Brian; ZEPEDA-VELAZQUEZ, Carlos Armando; (311 pag.)WO2019/46944; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H4IN5

To a stirred suspension of 3-iix}o-l W-pyntzolo[3,4-< pyTiniidjn-4-arnine (0.1 g, 0.3S mmol), (4-phenoxyphenyl')boronic acid (0.09 g, 0.42 mmol) and K?PQt (0. 2 g, 0.56 mmol) in degassed N,N dimethyiformamide:water (3:2, 2 mL), was added L i ' (bisdirAS< filtered and evaporated to dryness to furnish toe crude product. The title compound was obtained by column chromatography over silica gel (100-200 mesh size) as a stationary phase and 5% (v/v) methanol in dichlorornethane as elucnt to give the product as a colorless solid {0.03 g. yield 25.8%). FontWeight="Bold" FontSize="10" H NM . ( SO-i 400 MHz) delta 3.54 (s, 1H), 8.21 (s, 1H). 7,66 (d, J - 8,0 Hz, 2H), 7,43 (t ./ - 8,0 Hz, 2H), 7.20-7.12 fro, 5H); 1XMS m/e: 304 |M + If. 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, 151266-23-8, 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. Reference:
Patent; SABILA BIOSCIENCES LLC; MANSOUR, Tarek, S.; EVANS, Collen, E.; (156 pag.)WO2018/49127; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 36082-50-5, 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 36082-50-5 as follows.

Step 1 1 mol/L Sodium hydroxide (150 mL) was added to mixture of 5-bromo-2,4-dichloropyrimidine (25 g, 110 mmol) and THF (50 mL), and stirred at room temperature for 3.5 hours, the reaction mixture was neutralized with 2 mol/L hydrochloride, and extracted with chloroform (150 mL). The organic phase was washed by saturated saline (100 mL), and dried over anhydrous magnesium sulfate. After concentrated in vacuo, the residue was added to chloroform and hexane, and the resulting powder was filtered to give 5-bromo-2-chloropyrimidin-4(3H)-one (6.15 g, yield: 27%) as white powder. 1H-NMR (delta ppm TMS/DMSO-d6): 8.37 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36082-50-5, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; TANAKA, Satoru; HIRAMATSU, Yoshiharu; NOZU, Azusa; NAKAMURA, Ken’ichioh; (260 pag.)US2016/24072; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4489-34-3, 4,6-Dichloro-2-methylsulfonylpyrimidine, 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, Recommanded Product: 4,6-Dichloro-2-methylsulfonylpyrimidine, blongs to pyrimidines compound. Recommanded Product: 4,6-Dichloro-2-methylsulfonylpyrimidine

General procedure: The general synthetic route for the preparation of tozasertib (a-d) and tozasertib analogs (B: a, e-g; A: a, h-j) is shown in Fig. 1. Reagents and conditions: (a) 3-chloroperoxybenzoic acid, DCM, rt, 3h; (b) N-(4- mercaptophenyl)cyclopropanecarboxamide, TEA, CH3CN, 80 C, 3-1 Oh; (c) 5-methyl- 1 H-pyrazol-3-amine, DIPEA, DMF, 95 C, 16h; (d) amine (1-methylpiperazine or morpholine), DMF, DIPEA, 90 C, 6-12h; (e) corresponding thiol, TEA, CH3CN, 80 C, 3-1 Oh; (f) 5-methyl-1 H-pyrazol-3-amine, DIPEA, dioxane, 95 C, 3-6 h, (g) amine (1-methylpiperazine or morpholine), DMF, DIPEA, 90 C, 6-12h; (h) thiophenol, TEA, THF, 50 C; (i) corresponding amine, DIPEA, dioxane, 95 C, 3-6 h; (j) amine (1- methylpiperazine or morpholine), DMF, DIPEA, 90 C, 6-12h. (0097) The structures and batch purities (>90%) of the compounds have been confirmed by using standard analytical methods (LC/MS and NMR).

The synthetic route of 4489-34-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMED X GMBH; SAMEH, Eid; FULLE, Simone; MERGET, Benjamin; TURK, Samo; (43 pag.)WO2019/101843; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia