Month: August 2021

Reference of 372118-67-7 , The common heterocyclic compound, 372118-67-7, name is Pyrimidin-2-ylmethanamine hydrochloride, molecular formula is C5H8ClN3, 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.

5-bromosalicylaldehyde (2.49 mmol) and 2-aminomethylpyrimidine HCl (3.73 mmol) were combined in THF:MeOH (20:2 mL) mixture followed by addition of N,N-diisopropylethylamine (5-7 mmol). The mixture was stirred under N2 at RT for several hours. After the reaction was complete or substantially complete, 1 equiv. of NaBH4 was added and the mixture was stirred at room temperature overnight. The excess hydride was quenched with 1N HCl. The mixture was concentrated to remove most of organic solvents. Water was added and the organic phase was extracted with DCM. The organic phase was concentrated to give A.

The synthetic route of 372118-67-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalla, Rao; Perry, Thao; Zablocki, Jeff; US2015/175595; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 49845-33-2, 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 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2,4-dichloro-5-nitropyrimidine (3 g, 15.4 mmol) was dissolved in tetrahydrofuran (52 mL) and 2N methylamine (15.4 mL) dissolved in tetrahydrofuran was slowly added at -78° C. The resulting solution was stirred for 10 minutes and then further stirred for 50 minutes at room temperature. The resulting solution was concentrated under reduced pressure, diluted with ethyl acetate (50 mL), and washed with water (30 mL) and saline (30 mL). The resultant was dehydrated with anhydrous sodium sulfate, concentrated under reduced pressure, and applied to column chromatography (EA:Hex=20:15:1) to yield Compound XL (925 mg (32percent)).1H NMR (600 MHz, chloroform-d1) delta 9.05 (s, 1H), 8.41 (br, 1H), 3.23 (d, J=4.8 Hz, 3H),

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 49845-33-2, 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; Legochem Biosciences, Inc.; US2012/264727; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3001-72-7, Adding some certain compound to certain chemical reactions, such as: 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine,molecular formula is C7H12N2, 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 3001-72-7.

EXAMPLE 1 13 g of diethyl 2,2-dimethyl-3-(2′,2′-dichlorovinyl)-cyclopropane-1,1-dicarboxylate were dissolved in 50 g of o-xylene and 20 g of 1,5-diaza-bicyclo[4.3.0]non-5-ene were added. The mixture was then heated to the boil for 8 hours. After cooling, ice-cold dilute hydrochloric acid was added, so that a neutral or weakly acid pH value resulted. The organic phase was separated off and dried with Na2 SO4 and the xylene was distilled off in vacuo (boiling point = 35 – 40 C./12 mm Hg). The residue weighed 12.5 g. Fractional distillation gave 4.7 g of 2,2-dimethyl-3-(2′,2′-dichlorovinyl)-cyclopropane-1-carboxylic acid ethyl ester, of which 30% was in the cis form and 70% was in the trans form. The boiling point was 65 – 72 C./0.3 mm Hg. The nuclear magnetic resonance spectrum agreed with that given in the literature. 6.5 g of the starting material were recovered. The yield was thus 92%.

According to the analysis of related databases, 3001-72-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US4113969; (1978); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 84905-80-6, 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 84905-80-6, name is 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(i) Production of 4-chloro-5-(2,2-diethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidine 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine (1 g) was dissolved in N,N-dimethylformamide (13 mL), cesium carbonate (6.37 g) and 2-bromo-1,1-diethoxyethane (2.94 mL) were sequentially added and the mixture was stirred at 80C for 4.5 hrs. The reaction mixture was diluted with ethyl acetate (100 mL), and washed with water (80 mL). The organic layer was separated, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=50/50 ? 0/100) to give the title compound (1.26 g) as a yellow oil. 1H-NMR (CDCl3) delta 1.14 (6H, t, J= 6 Hz), 3.40 (2H, m), 3.72 (2H, m), 4.08 (1H, m), 4.56 (2H, d, J= 5 Hz), 6.71 (1H, d, J= 3 Hz), 7.55 (1H, d, J= 3 Hz), 8.69 (1H, s).

According to the analysis of related databases, 84905-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1752457; (2007); A1;,
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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H2ClIN2

a) 5-chloro-N-(3-((2-chloropyrimidin-5-yl)ethynyl)-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide A mixture of 2-chloro-5-iodopyrimidine (225 mg), 5-chloro-N-(3-ethynyl-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide (265 mg), dichlorobis(tricyclohexylphosphine)palladium(II) (58 mg), copper(I) iodide (30 mg), DIPEA (2.1 mL) and DMSO (2.1 mL) was stirred under microwave irradiation at 60 C. for 1 hr. The reaction mixture was diluted with ethyl acetate and water, and an insoluble material was removed by filtration. The filtrate was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (307 mg). 1H NMR (300 MHz, DMSO-d) delta 2.77 (3H, s), 7.23 (1H, td, J=8.9, 1.4 Hz), 7.41 (1H, td, J=9.0, 6.0 Hz), 8.06 (1H, d, J=2.2 Hz), 8.75 (1H, d, J=2.4 Hz), 9.02 (2H, s), 10.91 (1H, brs).

The synthetic route of 32779-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29274-22-4, Pyrazolo[1,5-a]pyrimidin-5-ol, 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: 29274-22-4, blongs to pyrimidines compound. Recommanded Product: 29274-22-4

General Procedure 45-(3-Aryl/heteroaryl-prop-2-ynyloxy)-pyrazolo[1,5-a]pyrimidines (54); [00154] A mixture of 4H-Pyrazolo[1 ,5-a]pyrimidin-5-one (0.203 g, 1.5 mmol), 3- aryl/heteroaryl-prop-2-yn-1-ol (1.5 equivalents), P(Ph)3 (2 equivalents) in anhydrous THF was stirred at room temperature for 15 min. Then 2 equivalents of diisopropyl azodicarboxylate (DIAD) was added dropwise and the mixture was stirred at room temperature for 2 h. Control by TLC (eluent: EA/hexane 1 :1 ). After evaporation of solvent the crude residue was purified by column chromatography (eluent: hexane/ethylacetate 1 :1) to give the final compounds.; Example 139 5-(3-Pyridin-2-yl-prop-2-ynyloxy)-pyrazolo[1,5-a]pyrimidine[00315] According to General Procedure 4, 4H-pyrazolo[1 ,5-a]pyrimidin-5-one is reacted with 3-pyridin-2-yl-prop-2-yn-1-ol to provide the title compound in moderate yield. LC/MS: (M+H) = 251

The synthetic route of 29274-22-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGaA; HENRICH, Markus; WEIL, Tanja; NAGEL, Jens; GRAVIUS, Andreas; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; FOTINS, Juris; WO2010/63487; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1234616-70-6, 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.1234616-70-6, name is 6-Bromo-2,4-dichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2BrCl2N3, molecular weight is 278.92, as common compound, the synthetic route is as follows.

General procedure: To an argon degassed solution of 6-halogeno-2,4-dichloropyrido[2,3-d]pyrimidine 6 or 7 (0.5 mmol) in toluene (6mL) the desired (Het)aryl boronic acid was added then (1.5 equiv)potassium carbonate and (0.05 equiv) Pd(PPh3)4 were also added.The reaction was stirred at 110C for the desired time. After completion of the reaction, 10 mL of water was added, and then extracted with dichloromethane (3 10 mL), the organic layers were combined and dried using magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained material was purified on silica gel by column chromatography (CH2Cl2/PE: 90/10)to afford compounds 8-12. 2,4-Dichloro-6-(4-methoxyphenyl)pyrido[2,3-d]pyrimidine (8) (C14H9Cl2N3O): Compound 8 was obtained from 2,4,6-trichloropyrido[2,3-d]pyrimidine 6 using 4-methoxyphenyl boronic acid (1.05 equiv), as a white solid in 83%yield.

Statistics shows that 1234616-70-6 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-2,4-dichloropyrido[2,3-d]pyrimidine.

Reference:
Article; Riadi, Yassine; Lazar, Said; Guillaumet, Gerald; Comptes Rendus Chimie; vol. 22; 4; (2019); p. 294 – 298;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4983-28-2, 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 4983-28-2 as follows.

To a stirred solution of tert-butyl 4-hydroxypiperidine-1-carboxylate ( 2.5 g, 12.60 mmol) in THF (30 mL), 2-chloropyrimidin-5-ol (1.5 g, 11.4 mmol), TPP (7.4 g, 22.9 mmol) followed by di-tert- butyl azocarboxylate (DTAD, 5.2 g, 22.9 mmol) were added and the reaction mixture was stirred at RT overnight. Completion of the reaction was monitored by TLC. The reaction mixture was diluted with water and the aqueous layer was extracted with EtOAc (2 x 25 mL). The combined organic layer was washed with water (5 mL), brine solution (5 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, eluent: 50percent EtOAc in hexane) to afford the title compound. Yield: 48percent (1.8 g, yellow solid). LCMS: (Method A) 258.2 (M-f-butyl), Rt. 4.5 min, 96.8percent (Max).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4983-28-2, its application will become more common.

Reference:
Patent; ASCENEURON S.A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (134 pag.)WO2019/37860; (2019); A1;,
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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, the common compound, a new synthetic route is introduced below. category: pyrimidines

9.2: 2,4-Dichloropyrimidine-5-carboxylic Acid Ethyl Ester; In a 250 ml round-bottomed flask, under a nitrogen atmosphere, 13.5 g (64.0 mmol) of above compound are dissolved in 100 ml of anhydrous THF. 15 ml of absolute ethanol are added and the mixture is stirred for 10 min at ambient temperature. The mixture is diluted with a saturated aqueous solution of K2CO3 (100 ml) and extracted with ethyl acetate (4×100 ml). The organic phases are combined and then washed with 150 ml of a saturated aqueous solution of NaCl. After separation, the organic phase is dried over MgSO4 and filtered, and the solvent is evaporated off under reduced pressure, so as to obtain 14.0 g (63.3 mmol) of compound in the form of an orange oil. Yield=99%. 1H NMR DMSO d6 (300 MHz): 1.34 (t, J=7.1 Hz, 3H); 4.37 (q, J=7.1 Hz, 2H); 9.16 (s, 1H).

The synthetic route of 2972-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2011/251194; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 91717-22-5, Adding some certain compound to certain chemical reactions, such as: 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine,molecular formula is C10H16N4, 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 91717-22-5.

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

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. 91717-22-5, 2-Amino-4-piperidino-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia