Pyrimidines

Synthetic Route of 1224944-51-7, 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. 1224944-51-7, name is Methyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C8H6ClN3O2, 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.

A microwave vial was charged with methyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (500 mg, 2.36 mmol), tert-butyl N-[(1S,2R)-2-aminocyclohexyl]carbamate (506 mg, 2.36 mmol), and methanol (4.7 mL). The vial was sealed and stirred at 90 C for 30 min in the microwave, resulting in a suspension. The reaction mixture was concentrated in vacuo and the crude product was purified by column chromatography (0-100% isopropyl acetate/heptane) to afford methyl 5- [[(1R,2S)-2-(tert-butoxycarbonylamino)cyclohexyl]amino]pyrazolo[1,5-a]pyrimidine-3- carboxylate (420.2 mg, 1.08 mmol, 46% yield) as a white solid. MS: m/z = 390 (M+1).

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 1224944-51-7, Methyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRYAN, Marian, C.; GOBBI, Alberto; KIEFER, James, Richard, Jr.; KOLESNIKOV, Aleksandr; OLIVERO, Alan, G.; DROBNICK, Joy; LIANG, Jun; RAJAPAKSA, Naomi; (846 pag.)WO2017/108723; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

pTsOH (30.2 mg, 0.159 mmol) was added to a solution of 4,6-dichloro-lH- pyrazolo[3,4-d]pyrimidine (300 mg, 1.587 mmol) and 3,4-dihydro-2H-pyran (200 mg, 2.381 mmol) in a mixture of tetrahydrofuran (ratio: 1 : 1; volume: 5 ml) and (( (ratio: 1 : 1 ; volume: 5 ml). The reaction mixture was stirred for 12 h at room temperature after which the solvent was removed in vacuo. The residue was taken in (( (20 mL) and poured in water (20 ml). The organic phase was separated, the aqueous phase was extracted with CH2CI2 (20 mL), the combined organic phases were washed with water (40 mL) and brine (40 mL) then dried over a2S04 and concentrated. The resulting crude material was purified by flash chromatography (CELCVMeOH 99: 1 increasing) to yield the title compound (397 mg, 1.454 mmol, 92 % yield) as a pale white oil. NMR (400 MHz, CDC13): delta 8.19 (s, 1H), 5.99 (dd, 1H, J = 2.4 & 10.4 Hz), 4.12 (m, 1H), 3.79 (m, 1H), 2.53 (m, 1H), 2.13 (m, 1H), 1.93 (m, 1H), 1.76 (m, 2H), 1.64 (m, 1H). ESI-MS: 273.0 [M+H]+.

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF UTAH RESEARCH FOUNDATION; VANKAYALAPATI, Hariprasad; SORNA, Venkataswamy; WARNER, Steven, L.; BEARSS, David, J.; SHARMA, Sunil; WO2014/55928; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

Preparation of compound 47a: methyl 2-chloro-6-cyclopropylpyrimidine-4- carboxylateIn a 5 mL glass microwave tube methyl 2,4-dichloropyrimidine-6-carboxylate (621 mg, 3.00 mmol) (Astatech Inc.) and Amphos (53.1 mg, 0.075 mmol) were treated with cyclopropylzinc(II) bromide (Rieke, 0.5 M in THF) (1.2 mL, 6.00 mmol) via syringe under an atmosphere of argon. The solution was then heated in the microwave at 80 C for 20 min. The mixture was treated with EtOAc and IN NaOH resulting in a white suspension as the zinc hydroxide salts precipitated out. The suspension was extracted with EtOAc (50 mL) a second time and washed with brine and dried over Na2S04, filtered and concentrated. The residue was purified with silica gel chromatography (eluting with 100% DCM) to give methyl 2-chloro-6-cyclopropylpyrimidine-4-carboxylate (254 mg, 40% ) as a clear, colorless, viscous oil. MS (ESI, pos. ion) m/z: 213.1 (M+l). .H NMR (400 MHz, CDCh) delta ppm 7.77 (1 H, s), 3.99 – 4.04 (3 H, m), 2.06 – 2.15 (1 H, m), 1.20 – 1.31 (4 H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Reference:
Patent; AMGEN INC.; WANG, Hui-Ling; CEE, Victor, C.; HERBERICH, Bradley, J.; JACKSON, Claire, L., M.; LANMAN, Brian, Alan; NIXEY, Thomas; PETTUS, Liping, H.; REED, Anthony, B.; WU, Bin; WURZ, Ryan; TASKER, Andrew; WO2012/129338; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.54535-00-1, name is (5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methanol, molecular formula is C8H10N4O, molecular weight is 178.19, as common compound, the synthetic route is as follows.Recommanded Product: 54535-00-1

A slurry of 5, 7-DIMETHYL- [1, 2,4] triazolo [1,5-a] pyrimidin-2-yl)-methanol (0.3 g, 1.7 mmol) from Step 2 above and IBX (1.4 G, 5.0 mmol) in 1, 2-dichloroethane (22 mL) was stirred at 80 C for 18 hours. The reaction was cooled to room temperature, and diluted with 100 mL CH2CI2. After the solids were removed by filtration, the solvent was removed by rotary evaporation to give a yellow solid. The solid was purified by flash chromatography to give the desired product (229 mg, 77% yield). H NMR (CDCI3) 8 : 2.72 (s, 3H), 2.86 (s, 3H), 6.96 (s, 1H), 10.24 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54535-00-1, (5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1208170-17-5, 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. 1208170-17-5, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C7H6ClN3S, 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.

To a solution of EXAMPLE 14C (1.032 g, 5.17 mmol) in NN-dimet ylformamide (12 mL) was added EXAMPLE 14E (1.91 g, 6.2 mol) and /VN-diisopropylethylamine (1.47 g, 11.37 mmol), and the mixture was stirred at 70C for 9 hours. The cooled mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water (20 mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel (200~300 mesh) eluting with a gradient of 3/1 to 1/2 hexane/ethyl acetate to give the title compound. MS: 441 (M + H+).

According to the analysis of related databases, 1208170-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97683; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1753-48-6, name is 2-Aminopyrimidine-5-carbonitrile, molecular formula is C5H4N4, molecular weight is 120.1121, as common compound, the synthetic route is as follows.category: pyrimidines

A stirred mixture of commercially available 2-amino-5-cyano-pyrimidine [CAS-No. 1753-48-6] (1.39 g, 11.6 mmol), hydroxylamine hydrochloride (1.61 g, 23.2 mol) and potassium carbonate (4.8 g, 34.7 mol) in ethanol (57 mL) was heated under reflux conditions for 3 h. The reaction mixture was evaporated and purified by column chromatography on silica gel (dichloromethane/MeOH 9:1) to yield the title compound (1.28 g, 72%) as an off-white solid. MS (EI) 153.1 [(M)+]; mp 218 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-48-6, 2-Aminopyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; McArthur, Silvia Gatti; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2007/232583; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 7400-06-8, name is 6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol, molecular formula is C10H17N3O3, 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. Recommanded Product: 6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol

18C. 7/-/-Pyrrolof2.3-cflpyrimidin-4-ol7H-Pyrroio[2,3-c0pyrimidin-4-ol was prepared from 6-amino-5-(2,2-diethoxy-ethyl)- pyrimidin-4-ol by the method described in J. Chem. Soc, 1960, pp.131-138.

With the rapid development of chemical substances, we look forward to future research findings about 7400-06-8.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; WO2007/125315; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 49844-90-8, 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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, molecular formula is C5H5ClN2S, 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.

Sodium hydride (60% dispersion in mineral oil, 598 mg, 14.94 mmol) was added to a stirring solution of 4-chloro-2-methylthiopyrimidine (1.45 mL, 12.45 mmol), 2-fluorobenzaldehyde (1.57 mL, 14.94 mmol) and 1,3-dimethylimidazolium iodide (517 mg, 4.15 mmol) (prepared as described in Org. Synth. (1986) 64:9) in 1,4-dioxane (20 mL). The resulting mixture was heated at reflux for 1 hour; it was then cooled and partitioned between EtOAc and water. The organic layer was separated and dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (hexane/EtOAc, 95/5) to give 840 mg of (2-fluorophenyl)-(2-methylsulfanyl-pyrimidin-4-yl)-methanone.

According to the analysis of related databases, 49844-90-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2008/146565; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1208901-69-2 ,Some common heterocyclic compound, 1208901-69-2, molecular formula is C7H8Cl3N3, 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.

2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine hydrochloride prepared according to Reference Example 1 (2.00 g) and triethylamine (2.80 mL, 2.4 equivalents) were dissolved in dichloromethane (40 mL), and the solution was mixed with di-tert-butyl dicarbonate (2.29 mL, 1.2 equivalents), followed by stirring at room temperature for twenty minutes. The reaction mixture was sequentially washed with water, a saturated aqueous sodium bicarbonate solution and brine, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off, to thereby yield tert-butyl 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-car boxylate (3.0g, in a quantitative yield).

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. 1208901-69-2, 2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.4231, as common compound, the synthetic route is as follows.Safety of 2,4,5-Trichloropyrimidine

2M sodium hydroxide (6 ml_, 12 mmol) was added to a stirred solution of 2,4,5- trichloropyrimidine (1.29 g, 7.0 mmol) in THF (4 ml_). The reaction mixture was stirred at rt for 24 h. The reaction mixture was concentrated in vacuo and the aqueous mixture was neutralised with 3 M HCI. The aqueous mixture was extracted with Et20 (2 x 10 ml_) followed by EtOAc (2 x 10 ml_). The organic extracts were combined, washed with brine (10 ml_), dried (Na2SC>4) and concentrated in vacuo affording 2,5-dichloropyrimidin-4-ol (923 mg, 80%) as a yellow solid which was used without further purification. 1H NMR (500 MHz, DMSO-cfe) d 8.26 (s, 1 H); LCMS (Method T2) RT 0.19 min; m/z 164.9602 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5750-76-5, 2,4,5-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia