Tag: M.W:100-200

Synthetic Route of 25940-35-6 ,Some common heterocyclic compound, 25940-35-6, molecular formula is C7H5N3O2, 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.

(Benzotriazol-1 -yloxy)tripyrrolidinophosphonium hexafluorophosphate (1 .05 g, 2.02 mmol) was added to a mixture of pyrazolo[1 ,5-a]pyrimidine-3-carboxylic acid (299 mg, 1 .84 mmol, GAS No. 25940-35-6), trans-4-am ino-N-(2-chloro-4-fluorophenyl)cyclohexanecarboxam idehydrochloride (620 mg, 2.02 mmol) and N-ethyl-N-isopropylpropan-2-amine (1.6 ml, 9.2 mmol) in 20 ml N,N-dimethylformamide and the mixture was stirred over night at room temperature. For work-up, the reaction mixuture was concentrated under reduced pressure and the residue was stirred with a mixture of water and methanol. The precipitate was collected by filtration, washed with water and methanol and dried to yield the title compound(525mg, 68% yield).LG-MS (Method 1): R = 1 .01 mm; MS (ESIpos) m/z = 416.3 [M+H].1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 9.51 (5, 1H), 9.38-9.28 (m, 1H), 8.88-8.76 (m, 1H),8.58 (5, 1H), 7.85-7.75 (m, 1H), 7.66-7.57 (m, 1H), 7.54-7.43 (m, 1H), 7.32-7.18 (m, 2H),3.91-3.67 (m, 1H), 2.12-2.01 (m, 2H), 2.01-1.89 (m, 2H), 1.67-1.49 (m, 2H), 1.47-1.27 (m,2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25940-35-6, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
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Reference of 3680-69-1, 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 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. 4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (Compound 3) 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 10.75 g (70 mmol) (Toronto Research Chemicals, Inc) and N-iodosuccinimide (16.8 g, 75 mmol) were dissolved in 400 mL of dry DMF and left at ambient temperature in the darkness over night. The solvent was evaporated. The yellow residue was suspended in hot 10% solution of Na2SO3, filtered, washed twice with hot water and crystallized from ethanol to yield 14.6 g (74.6%) of the title compound as off-white crystals. The mother liquid was evaporated up to 1/3 volume and crystallized again from ethanol to give 2.47 g (12.3%) of the title product; Total yield is close to 100%; M.p. 212-214 (decomposition); UV lambdamax: 307, 266, 230, 227 nm (methanol); MS: 277.93 (M-H), 313 (M+Cl); 1H-NMR (DMSO-d6): 12.94 (s, 1H, NH), 8.58 (s, 1H, H-2), 7.94 (s, 1H, H-8).

According to the analysis of related databases, 3680-69-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genelabs Technologies, Inc.; US2005/215510; (2005); A1;,
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Related Products of 33034-67-2, 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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 mixture of 48 mg of potassium carbonate in methanol (3 ml) was added 37 mg of 4-(5- cyano-7-isopropyl-l ,3-benzoxazol-2-yl)-N-[(7S)-l ,4-oxazepan-7-ylmethyl]benzamide(INTERMEDIATE 20) followed by 2-chloro-4-(trifluoromethyl)pyrimidine (16 mg). The mixture was heated via microwave at 12O0C for 35 min, and then cooled and added directly to a 4OM samplet for purification via column chromatography on a Biotage Horizon 4OM column, eluting with 1 column volume of 100percent hexanes, followed by a gradient of 0 to 100percent ethyl acetate in hexanes over 10 column volumes, followed by 4 column volumes of 100percent ethyl acetate, to provide the title compound (37 mg, 76 percent). Mass spectrum (ESI) 565.2 (M+l). 1H NMR (500 MHz, CDCl3): delta 8.52 (s, IH), 8.35 (d, J=8.5 Hz, 2H), 7.96 (d, J=8.3 Hz, 2H), 7.95 (s, IH), 7.54 (s, IH), 6.81 (d, J=4.8 Hz, IH), 6.65 (bs, IH), 4.26 (m, 2H), 3.98 (m, 3H), 3.70 (s, 2H), 3.69 (m, 2H), 3.48 (sept, J=7.0 Hz, IH), 3.25 (m, IH), 2.19 (m, IH), 1.83 (m, IH), 1.48 (d, J=7.1 Hz, 6H).

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 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156715; (2008); A1;,
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Electric Literature of 18592-13-7, 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. 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

Intermediate 1 y)methyl)pyrimidine-2,4(lH,3H)-dione A mixture of 6-(chloromethyl)pyrimidine-2,4(lH,3H)-dione (1 g, 6.23 mmol), 2,2,2- trifluoroethanol (2.235 mL, 31.14 mmol) and cesium carbonate (6.09 g, 18.68 mmol) in dimethylformamide (10 mL) was heated in a microwave oven at 100C for 30 min. The mixture was filtered and the volatiles were removed in vacuum. The residue was treated with diluted HCI (pH 4.5) and cooled to 0C. The resulting crystalls were collected by fitration and dried in vacuum cabinet to yield the title compound, 0.92 g (66%). MS (APCI ) m/z 223 (M-H) XH NMR (500 MHz, DMSO-cf6) 0 ppm 4.18 (q, 2 H) 4.36 (s, 2 H) 5.49 (s, 1 H) 10.93 (br. s., 1 H) 11.03 (br. s., 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18592-13-7, its application will become more common.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; MACSARI, Istvan; MALMBORG, Jonas; PAPTCHIKHINE, Alexander; ARVIDSSON, Per; WO2014/195323; (2014); A1;,
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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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H5N5, 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: 1H-Pyrazolo[3,4-d]pyrimidin-4-amine

To a stirred suspension of lH-pyrazolo-[3,4-(i]pyrimidin-4-ylamine (8-1 ; 50 g) in DMF (500 mL) N-bromosuccinimide (66 g) was added and the reaction mass was heated for 5 h at 70 C. The solvent was removed under reduced pressure. Water was added to the residue and stirred for 30 minutes. The reaction mass was filtered and the solid and washed with diethyl ether. The product was dried under reduced pressure overnight to obtain the title compound as a brown solid.

With the rapid development of chemical substances, we look forward to future research findings about 2380-63-4.

Reference:
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LIMITED; KADIYALA, V.S.N. Murty; RAUT, Virendra Narendra; SAVANT, Pratit; SHETH, Chetana Kaushal; CHAUDHARI, Umesh Vishnu; RATHOD, Rajendrasinh Jashvantsinh; BHATT, Tushar Bhupendrabhai; CHITTURI, Trinadha Rao; (50 pag.)WO2017/134685; (2017); A2;,
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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. 115093-90-8, name is 4,5-Dichloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C6H3Cl2N3

General procedure: The 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine (0.11 mmol) was added to 3-(4- amino-i H-pyrazol -1 -yl)-N-(6-methylpyridin-3 -yl)benzamide (0.1 mmol) in tBuOH (1.0 mL) and stirred at 90 C for 12 h. The solvent was evaporated and the residue was purified by reverse-phase preparative HPLC to give the product.Procedures in Scheme 4 were utilized to synthesize this compound. LC-MS: 445(M+H).

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, 115093-90-8, 4,5-Dichloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; FENG, Yangbo; LOGRASSO, Philip; ZHENG, Ke; PARK, Chul Min; WO2015/84936; (2015); A1;,
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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. 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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. HPLC of Formula: C5H4Cl2N2O

Method 2 4-(5-Methoxy-4-pyrimidinyl)-2-methylpiperazine A solution of 2-methylpiperazine (20 g) in water (100 mL) was reacted with solid 4,6-dichloro-5-methoxypyrimidine (5.00 g, 27.9 mmole) in a procedure similar to that given for Method 2 of Example 14. After hydrogenation and filtration of the catalyst, the product was extracted from the filtrate with CH2 Cl2. The extracts were concentrated in vacuo, and the residue was Kegelrohr distilled to give a clear oil (5.46 g, 99.8%). The oil was dissolved in acetonitrile and concentrated HCl added to form the salt which was recrystallized from i-PrOH and dried in vacuo to give the product as a White powder (4.02 g, m.p. 185-188 C.).

With the rapid development of chemical substances, we look forward to future research findings about 5018-38-2.

Reference:
Patent; Bristol-Myers Squibb Company; US5300506; (1994); A;,
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Electric Literature of 94741-69-2, 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.94741-69-2, name is 4-Amino-2-chloro-5-pyrimidinecarbonitrile, molecular formula is C5H3ClN4, molecular weight is 154.56, as common compound, the synthetic route is as follows.

Step 5A: (2R)-4-(4-arnino-5-cvanopyrirnidin-2-yl)-N-[2-(l-benzylpiperidin-4- yl)ethyll-2-methylpiperazine-l -carboxamide (0311) To a solution of (2R)-N-[2-(l-benzylpiperidin-4-yl)ethyl]-2- methy lpiperazine- 1 -carboxamide 4a (0.20 g, 0.58 mmol, 1.0 eq) and 4-amino-2- chloropyrimidine-5-carbonitrile (0.90 g, 0.58 mmol, 1.0 eq) in NMP (2 mL) was added N,N-diisopropylethylamine (0.38 mL, 2.3 mmol, 4.0 eq) and the reaction mixture heated to 100 C for 1 hr. In some cases, lower temperatures or longer reaction times were used. The reaction mixture was cooled, diluted heavily with EtOAc, and washed repeatedly with brine (3x). The organic layer was dried over Na2SC>4 and concentrated. Silica gel column (24 g) was loaded using methylene chloride and run using an increasing gradient of MeOH (0-20%) in methylene chloride over 20 min to provide (2R)-4-(4-ainino-5-cyanopyrimidin-2-yl)-N-[2-(l-benzylpiperidin-4-yl)ethyl]-2- methylpiperazine-l-carboxamide 5-1 (0.14 g, 0.31 mmol, 53%) as an off-white foam.

The chemical industry reduces the impact on the environment during synthesis 94741-69-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; HARRIOTT, Nicole; PAGANO, Nicholas; (135 pag.)WO2017/79641; (2017); A1;,
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Synthetic Route of 3001-72-7, 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 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

N-methyl-1,5-diazabicyclo[4.3.0]non-5-enium dimethyl phosphate ([mDBN][Me2PO4]) was prepared using a Syrris glass-jacketed reactor. For a 250g batch of [mDBN][Me2PO4] the following method was used: 116.89ml (0.946mol) of DBN was charged to the reactor followed by flushing the headspace with argon gas. 110.71ml (0.946mol) of trimethyl phosphate was added to the DBN at 60C under argon atmosphere, as to keep the temperature below 80C during the exothermic reaction. The mixture was then heated to 75C where it was kept for one hour and then cooled to room temperature. The product was an oil-like yellow liquid (Fig. 1).

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:
Article; Parviainen, Helena; Parviainen, Arno; Virtanen, Tommi; Kilpelaeinen, Ilkka; Ahvenainen, Patrik; Serimaa, Ritva; Groenqvist, Stina; Maloney, Thaddeus; Maunu, Sirkka Liisa; Carbohydrate Polymers; vol. 113; (2014); p. 67 – 76;,
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Electric Literature of 1722-12-9, 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 1722-12-9, name is 2-Chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A broad Schlenk tube equipped with a stirring bar was loaded with 2-halopyridine (if not other noted 2-bromopyridine) (1 eq.), imidazole (3 eq.) and K2CO3 (2 eq.). The reaction mixture was degassed to 10-3 mbar and put under argon atmosphere (Argon 6.0). Thereafter, the mixture stirred at 190C for 18h. After cooling to r.t. the mixture was diluted in water, extracted three times with chloroform and washed three times with saturated aqueous Na2CO3 solution. The combined organic phases were dried over MgSO4, filtrated and the solvent was removed under reduced pressure to leave a colorless oil or colorless solid.

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 1722-12-9, 2-Chloropyrimidine.

Reference:
Article; Raba, Andreas; Anneser, Markus R.; Jantke, Dominik; Cokoja, Mirza; Herrmann, Wolfgang A.; Kuehn, Fritz E.; Tetrahedron Letters; vol. 54; 26; (2013); p. 3384 – 3387;,
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