Tag: M.W:200-300

Related Products of 955368-90-8, 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 955368-90-8 as follows.

General method for the preparation of pyridyl pyrazolopyrimidinones (9a-c). Nu,Nu’- Dimethylethylenediamine (4.47 mmol) was added to a solution of pyrazolopyrimidine 7 (2.25 mmol), bromopyridine (8a-c; 2.93 mmol), copper iodide (2.25 mmol) and K2C03 (3.1 5 mmol) in 1 ,4-dioxane (5 ml) at 80 C. The resultant suspension was heated at 95 C for 18 h, over which time a colour change of orange to dark green occurred. The reaction mixture was cooled to RT and diluted with NH40H (10 ml) before being extracted with EtOAc (2 x 20 ml). The combined organic extracts were washed with brine (20 ml), dried 33 (MgS04) and evaporated to dryness. The crude material was purified via silica gel chromatography (19:1 DCM:MeOH) to afford the target pyridyl pyrazolopyrimidinones (69-84%). 2-Allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(methylthio)-1,2-dihydro-3H- pyrazolo[3,4- d]pyrimidin-3-one (9a). Rf 0.63 (9:1 DCM:MeOH); M.p.108-111 C; IR (cm-1) 3337, 3081, 2966, 2924, 1663, 1601, 1559; 1H NMR(400 MHz, CDCI3) 1.61 (6H, s, C(CH3)2), 2.61 (3H, s, S-CH3), 3.77 (1H, s, -OH), 4.82 (2H, dapp, J = 5.9 Hz, N2-CH2), 4.95 (1H, dapp, J = 16.9 Hz, allyl C-Htrans), 5.08 (1H, dapp, J = 10.3 Hz, allyl C-Hcis), 5.72 (1H, dd = 16.9, 10.3, 5.9 Hz, allyl C-H), 7.42 (1H, d, J = 7.7 Hz, H-5′), 7.78 (1H, d,J = 8.0 Hz, H-3′), 7.93 (1H, dd,J = 8.0, 7.7 Hz, H-4′), 8.96 (1H, s, H-4); 13C NMR(125 MHz, CDCI3) 14.5 (SCH3), 30.5 (C(CH3)2), 47.5 (N2-CH2), 72.5 (C(CH3)2), 116.4 (Ar-C), 116.6 (Ar-C), 119.3 (allyl-CH2), 131.2, 139.2, 147.0 (Ar-C), 154.3 (Ar-C), 159.2 (C=0), 161.0 (Ar-C), 166.1 (Ar-C), 177.0 (Ar-C); MS [M + H]+ m/z 359.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,955368-90-8, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; REIGAN, Philip; MATHESON, Christopher; (71 pag.)WO2017/75629; (2017); A2;,
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Reference of 160199-05-3, Adding some certain compound to certain chemical reactions, such as: 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine,molecular formula is C10H4Cl2N2S, 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 160199-05-3.

2,4-dichlorobenzo [4,5] thieno [3,2-d] pyrimidine (32 g, 125.6 mmol)(35 g, 138 mmol), 4,4,5,5-tetramethyl-2- (naphthalen-2-yl) -1,3,2-dioxaborolanePd (PPh3) 4 (5.80 g, 5.02 mmol),K2CO3 (52 g, 376.41 mmol), THF (440 mL),Water (220 ml) was added, and the temperature of the reaction product was increased to 80 C, followed by stirring for 6 hours. When the reaction is terminated, water is removed from the reaction,After filtration under reduced pressure, it was dried with MgSO4 and concentrated. The resulting compound was purified by silicagel column and recrystallized to obtain 19.58 g (yield: 45%) of the product.

According to the analysis of related databases, 160199-05-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Duksan Neolux Co.,Ltd.; Yoon Jin-ho; Jeong Ho-yeong; Park Mu-jin; Kim Jeong-seok; Lee Seon-hui; (46 pag.)KR2018/128292; (2018); A;,
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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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6Cl2N2O2

To a flask charged with a solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (0766) (200 mg, 0.905 mmol) and fert-butyl (4-amino-2-methylbutan-2-yl)carbamate, HCl (216 mg, 0.905 mmol) in acetonitrile (3.6 mL) was added Hiinig’s Base (474 mu, 2.71 mmol). The reaction mixture was stirred at ambient temperature under N2 (g) for 1 h. The crude material was purified using silica gel chromatography eluting with a gradient from 0 to 25% ethyl acetate in hexanes to afford ethyl 4-((3-((tert-butoxycarbonyl)amino)-3- methylbufyl)amino)-2-chloropyrimidine-5-carboxylate (248 mg, 0.641 mmol, 71 % yield) as a yellow oil. ES [MS] m/z: 387.05 [M+H]+.

The synthetic route of 51940-64-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ARAUJO, Erika M. V.; CHEN, Yan; DASGUPTA, Bireshwar; DEGNAN, Andrew P.; HILL, Matthew D.; KUMI, Godwin Kwame; MASTALERZ, Harold A.; WITTMAN, Mark D.; PEARCE, Bradley C.; ZHANG, Guifen; (172 pag.)WO2019/90198; (2019); A1;,
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Electric Literature of 76780-96-6 ,Some common heterocyclic compound, 76780-96-6, molecular formula is C9H10Cl2N2, 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: To a solution of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (4a) (0.5 g, 2.7 mmol) in 2-Propanol (6 mL) was added (S)-pyrrolidin-2-ylmethanol (0.39 mL, 4.0 mmol), DIPEA (1.39 mL, 8.0 mmol) and heated at 90 C for 1 hr. The reaction was cooled to room temperature and solid obtained was collected by filtration to afford (S)-(l-(2-chloropyrrolo[2,l-f][l,2,4]triazin-4- yl)pyrrolidin-2-yl)methanol (96a) (0.49 g, 73 % yield) as a white solid; NMR (300 MHz, DMSO-i/e): delta 7.70 (dd, J= 2.6, 1.4 Hz, 1H), 6.97 (dd, J= 4.7, 1.6 Hz, 1H), 6.80 – 6.57 (m, 1H), 5.15 (t, J = 5.7 Hz, 1H, D2O exchangeable), 4.87 (t, J= 5.7 Hz, 1H), 4.44 (d, J= 17.8 Hz, 1H), 4.05 – 3.82 (m, 1H), 3.72 – 3.39 (m, 2H), 2.22 – 1.84 (m, 4H). MS (ES+): 253.3, 255.3 (M+2); MS (ES-): 287.2, 289.2 (M+Cl).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76780-96-6, its application will become more common.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
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Reference of 171887-03-9, 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. 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, 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.

5.7 mmol) and DIPEA (2.6 mL; 15.2 mmol) were added to a solutionof 3-amino-1-trityloxymethylphospholane 1-oxide 15 (1.5 g;3.8 mmol) in n-butanol (50 mL). The reaction mixture was stirredfor 40 h at 130 C and evaporated. 3-(2-Amino-6-chloropurine-9-yl)-1-trityloxymethylphospholane 1-oxide 23 was purified bychromatography on silica gel (first isocraticwash with 50% acetone/toluene, second elution with gradient of 0e10% ethanol in chloroform).ESI-MS calcd for C29H28ClN5O2P (M H) 544.2, 546.2 found544.1, 546.1.

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 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
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Electric Literature 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.

P-Toluenesulfonic acid hydrate (22.73 g, 119.5 mmol)Was added to a solution of 3- (2-chloropyrimidin-4-yl) -1-methyl-indole (Intermediate 20, 24.27 g, 99.58 mmol)And 4-fluoro-2- (methyloxy-d3) -5-nitroaniline (Intermediate 21, 18.54 g, 99.58 mmol)In a mixture of 2-pentanol (500 mL).The resulting mixture was stirred at 105 C for 2.5 hours.Then cooled to room temperature. The resulting precipitate was collected by filtration,Washed with 2-pentanol (50 mL)Dried under vacuum to give some desired product as a yellow solid.The filtrate was cooled, the resulting precipitate was collected by filtration,Washed with 2-pentanol (10 mL). The two batches of products were combined,Grinding with CH3CN gave a solid which was collected by filtration,And dried under vacuum to give the title compound (37.4 g, 95%) as a yellow solid.

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; Jiao Yuqi; (53 pag.)CN107043369; (2017); A;,
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Synthetic Route of 3177-20-6, 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 3177-20-6, name is Methyl 2,4-dichloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Following the preparation protocol of Section5.1.2.1, the reaction mixture of methyl 2,4-dichloropyrimidine-5-carboxylate (8e) (228 mg, 1.10 mmol), K2CO3 (276 mg,2.0 mmol) and 4-hydroxyl benzo[d]oxazole (3) (135 mg, 1.0 mmol)in DMF (1 mL) and acetone (9 mL) was stirred at 40 C for 6 h togive compound 9g as a white solid (268 mg, 87.7percent); mp 131?133C; 1H NMR (400 MHz, DMSO d6) d (ppm) 9.13 (s, 1H), 8.76 (s, 1H),7.80 (d, J = 8.0 Hz, 1H), 7.56 (t, J = 8.0 Hz, 1H), 7.37 (d, J = 8.0 Hz,1H), 3.93 (s, 3H); HRMS (ESI): m/z, Calcd. for C13H9O4N3Cl[M+H]+: 306.0276, Found 306.0273

According to the analysis of related databases, 3177-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cui, Guonan; Jin, Jing; Chen, Hualong; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 2186 – 2197;,
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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.56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine, molecular formula is C6H7BrN2O2, molecular weight is 219.04, as common compound, the synthetic route is as follows.Computed Properties of C6H7BrN2O2

A) 5-Chloro-3-(2,4-dimethoxypyrimidin-5-yl)-3-hydroxy-1,3-dihydroindol-2-one A 1.6 M solution of n-butyllithium in hexane (10 ml, 16 mmol) was added dropwise to a solution of 5-bromo-2,4-dimethoxypyrimidine (3.29 g, 15 mmol) in THF (50 ml) at -78 C. After stirring at -78 C. for 0.5 h, a suspension of 5-chloroisatin (1.27 g, 7.0 mmol) in THF (50 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature and then saturated ammonium chloride solution was added. The mixture was extracted three times with ethyl acetate, and the combined organic layers were washed with saturated brine. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by chromatography (silica gel, 50% ethyl acetate in dichloromethane) resulted in 0.97 g of the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56686-16-9, 5-Bromo-2,4-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Abbott GmbH & Co. KG; US2005/70718; (2005); A1;,
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Pyrimidine – Wikipedia

Application of 1211443-61-6, 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.1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, molecular weight is 292.76, as common compound, the synthetic route is as follows.

A mixture of /erf-butyl 4-(6-aminopyridin-3-yl-2,4,5-d3)piperazine-l-carboxylate (600 mg, 2.1 mmol) and 2-chloro-7Patent; LI, George, Y.; HOU, Duanjie; (43 pag.)WO2018/81211; (2018); A1;,
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Pyrimidine – Wikipedia

Related Products of 941685-26-3 , The common heterocyclic compound, 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C12H18ClN3OSi, 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.

Step 1: (3aS,7aS and 3aR,7aR) tert-butyl 4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)octahydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate To a stirred solution of Intermediate 2a (0.700 g, 2.47 mmol) and (3aS,7aS and 3aR,7aR) tert-butyl octahydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate (HOAc salt; 0.918 g, 3.21 mmol; Intermediate 1a process, Step 4) in DMF (14 mL) was added TEA (1.03 mL, 7.40 mmol). The resulting reaction mixture was stirred at 90 C overnight. The reaction mixture was partitioned between EtOAc and 10% aqueous sodium chloride and the organic layer was washed with additional 10% aqueous sodium chloride. The first aqueous layer was extracted with additional EtOAc and the combined organic washings were dried over sodium sulfate and filtered. Silica gel was added to the filtrate and the mixture was concentrated in vacuo to a crude solid. The resulting solid was purified by column chromatography on silica gel, eluting with EtOAc/hexane (12-100%) to afford the desired product. LRMS calc’d for C24H40N5O3Si [M+H]+, 474; found 474. 1H NMR (500 MHz, DMSO-D6) delta 8.20 (s, 1H), 7.35 (d, 1H), 6.69 (d, 1H), 5.50 (s, 2H), 5.13 (br m, 1H), 4.59 (br d, 1H), 3.80-3.68 (br m, 1H), 3.47 (t, 2H), 3.41-3.32 (br m, 2H), 3.05 (br t, 1H), 2.09 (br m, 2H), 1.99 (br m, 1H), 1.75 (br m, 1H), 1.39 (overlapping s, m, 11H), 0.80 (t, 2H), -0.10 (s, 9H).

The synthetic route of 941685-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; GUERIN, David Joseph; BRUBAKER, Jason, D.; MARTINEZ, Michelle; JUNG, Joon, O.; ANTHONY, Neville, J.; SCOTT, Mark, E.; HOFFMAN, Dawn Marie Mampreian; WOO, Hyun Chong; DINSMORE, Christopher, J.; (75 pag.)EP2629777; (2018); B1;,
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