Tag: M.W:100-200

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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichloropyrimidine

A round bottom flask containing 10 g (67.1 mmol) of the compound B-12 was charged with 9.8 g (80.5 mmol) of the compound B-11 and 2.33 g (2.01 mmol) of Pd(PPh3)4 was charged and filled with argon gas. 240 mL of toluene, 120 mL of ethanol and 120 mL of 2M K2CO3 were added and the mixture was refluxed and stirred for 4 hours. Cooled to room temperature, extracted with EA and washed with water. The obtained organic layer was dried and purified by silica column to obtain 11 g (86%) of Compound B-13.

With the rapid development of chemical substances, we look forward to future research findings about 3934-20-1.

Reference:
Patent; Rohm and Haas Electronic Materials Korea Co., Ltd.; LEE, SOO YONG; KIM, YOUNG GIL; CHO, YOUNG JUN; KWON, HYUK JOO; KIM, BONG OKH; KIM, SUNG MIN; YOON, SUNG SOO; (30 pag.)KR2015/34146; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 3764-01-0, 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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.

Reference Example 13 2,6-Di-morphoIin-4-yl-f4<5'lbipyrimidinvI-2'-ylamineTo a cold solution of 2,4,6-trichloropyrimidine (16g) in methanol (20OmL) was added morpholine (15.2ml). The reaction mixture was stirred for 24 hours and the solvent was then removed in vacuo. The residue was dissolved in dichloromethane, washed with water, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(6-chloro-2-morpholin-l-yl-pyrimidin-4- yl)-morpholine.Reaction of 4-(6-chloro-2-morpholin-l-yl-pyrimidin-4-yl)-morpholine with 2- aminopyrimidine-5-boronic acid, pinacol ester using standard Suzuki conditions yielded the desired title compound. 400MHz IH NMR CDC133.64-3.66 (m, 4H, 2 x CH2), 3.7-3.86 (m, 12H, 6 x CH2), 5.22 (sbr, 2H, NH2), 6.17 (s,H, ArH), 8.89 (s, 2H, 2 x ArH).

Statistics shows that 3764-01-0 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Trichloropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 51940-63-7, Ethyl 6-chloropyrimidine-4-carboxylate, 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, Application In Synthesis of Ethyl 6-chloropyrimidine-4-carboxylate, blongs to pyrimidines compound. Application In Synthesis of Ethyl 6-chloropyrimidine-4-carboxylate

Step 1: ethyl 6-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylate 0.10 g (0.55 mmol) ethyl 6-chloropyrimidine-4-carboxylate and 13 muL (50 mumol) 4M HCl were added to 0.16 g (0.60 mmol) 5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1’H)-one in 1.0 mL 2-propanol. The reaction mixture was refluxed for 2 h, then cooled to RT and the resulting solid was filtered off and dried. Yield: 165 mg (54% of theory) ESI-MS: m/z=402 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51940-63-7, Ethyl 6-chloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21500; (2011); A1;,
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Electric Literature of 282102-07-2, 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 282102-07-2, name is 2-Chloro-4-methoxy-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

d.2 [2-(4-Methoxy-5-nitro-pyrimidin-2-yloxy)-ethyl]-propyl-carbamic acid te/t-butyl esterTo a solution of (2-hydroxy-ethyl)-propyl-carbamic acid te/t-butyl ester(1.07 g, 5.28 mmol) in THF (40 ml) at 0C was added NaH (0.25 g, 5.80 mmol). After stirring the suspension at 00C for 30 minutes a solution of 2-chloro-4-methoxy-5-nitropyrimidine (1 g, 5.28 mmol) in THF (10 ml) was added and the mixture was stirred at room temperature for 16 h. The mixture was added to water, which was extracted three times with dichloromethane.The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to obtain the title compound.MS (ESI) m/z: 357.15 [M+H]+

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 282102-07-2, 2-Chloro-4-methoxy-5-nitropyrimidine.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2007/118859; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 38275-57-9, 5-Bromopyrimidine-2-carbonitrile, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

D. 1-(5-bromopyrimidin-2-yl)ethanone To a 50 mL 1 neck flask equipped with magnetic stirrer, nitrogen inlet and thermometer was charged 0.68 grams (g) of 5-Bromo-pyrimidine-2-carbonitrile (3.7 mmol), and 20 mL of anhydrous ether. The solution was cooled to ~0 C., and the methyl magnesium bromide solution 3.0M in ether; 1.1 ml, 3.3 mmol) was added dropwise. Allowed to slowly warm to room temperature, and quenched with aqueous ammonium chloride solution. Extracted with 3*50 mls of ether and washed with brine. Dried over anhydrous magnesium sulfate, and concentrated under vacuum on a rotary evaporator. The crude product thus obtained was chromatographed on silica gel with ethyl acetate and hexane. afforded 0.22 g of a white solid which was consistent with the title compound upon analysis by NMR. The NMR data is as follows: 300 MHz 1H NMR (CDCl3, TMS=0 ppm) 2.75 (s, 3H); 9.00 (s 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-57-9, 5-Bromopyrimidine-2-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; US2009/253708; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. name: Methyl 2-chloropyrimidine-5-carboxylate

Example A6; a).Preparatipn.of intermediate 32; A solution of 2-chloro-5-pyrimidinecarboxylic acid, methyl ester (0.058 mol) in /V5TV- dimethyl- acetamide (80ml) was added dropwise to a solution of 4- piperidinemethanamine (0.116 mol) and TV-ethyl -TV-(I -methyl ethyl)- 2-propanamine (0.145 mol) in TV^N-dimethyl- acetamide (150ml) under N2 flow. The mixture was stirred at room temperature for 1 hour and 30 minutes, poured out into ice water and extracted with EtOAc, then with DCM. The organic layer was washed with water, dried (MgSO4), filtered and the solvent was evaporated. The residue was crystallized from DIPE. The precipitate was filtered off and dried, yielding 1Og (65%) of intermediate 32.

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, 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/136553; (2006); A1;,
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Pyrimidine – Wikipedia

Application of 3177-24-0, 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 3177-24-0 as follows.

[00607] General conditions for the preparation of 2-amino-4-chloropyrimidine-5-carbonitrile:[00608] To a solution of 2,4-dichloropyrimidine-5-carbonitrile (E-1) (2.0 g, 11.5 mmol) in 1,4-dioxane (20 mL) at 0 C, ammonium hydroxide (28-30%, 4.4 mL, 34.5 mmol) is added dropwise, and the resulting mixture is stirred while warming from 0 C to RT for 2 h. Then, the mixture is partitioned between ethyl acetate (200 mL) and water (50 mL). The organic layer is washed with brine, dried over Na2SO4 and filtered. The filtrate is mixed with silica gel and then concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 0- 100% ethyl acetate/hexanes to afford the product (E-2) (917 mg) and a mixture of (E-2) and (E-3). Additional (E-3) can be obtained from this mixture by a second column chromatographic purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3177-24-0, its application will become more common.

Reference:
Patent; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2015/168079; (2015); A1;,
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Application of 5177-27-5, 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.5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, molecular formula is C4H3Cl2N3, molecular weight is 163.9927, as common compound, the synthetic route is as follows.

A mixture of Pd(OAc)2 (20 mg, 0.070 mmol), PPh3 (80 mg, 0.30 mmol), potassium (2-furyl)trifluoroborate (530 mg, 3.00 mmol), K2CO3 (340 mg, 2.46 mmol), and 2,4-dichloropyrimidine-5-amine (8d) (200 mg, 1.20 mmol) in EtOH (50 mL, 96%) was stirred at 80 C for 16 h under Ar, and evaporated in vacuo. The product was purified by flash chromatography on silica gel eluting with EtOAc/CH2Cl2/hexane (1:5:5); yield 220 mg (80%), mp 173-175 C (dec), yellow solid. 1H NMR (CDCl3, 300 MHz) delta 8.28 (s, 1H, H-4), 7.62 (dd, J=1.7, 0.8 Hz, 1H, H-5 in furyl), 7.53 (dd, J=1.7, 0.8 Hz, 1H, H-5 in furyl), 7.37 (dd, J=3.5, 0.8 Hz, 1H, H-3 in furyl), 7.12 (dd, J=3.5, 0.8 Hz, 1H, H-3 in furyl), 6.61 (dd, J=3.5, 1.7 Hz, 1H, H-4 in furyl), 6.50 (dd, J=3.5, 1.7 Hz, 1H, H-4 in furyl), 3.86 (br s, 2H, NH2); 13C NMR (CDCl3, 75 MHz) delta 153.3 (C-2 in furyl), 152.5 (C-2 in furyl), 148.7 (C-2, C-5, or C-6), 145.8 (C-4), 144.0 (C-5 in furyl), 143.8 (C-5 in furyl), 139.1 (C-2, C-5, or C-6), 134.1 (C-2, C-5, or C-6), 112.8 (C-3 in furyl), 112.4 (C-4 in furyl), 112.0 (C-4 in furyl), 110.4 (C-3 in furyl); MS EI m/z (rel %) 227 (100, M+), 198 (37), 171 (7), 114 (6), 78 (6); HRMS (EI) calcd for C12H9N3O2: 227.0695. Found 227.0694.

The chemical industry reduces the impact on the environment during synthesis 5177-27-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Read, Matthew L.; Krapp, Andreas; Miranda, Pedro O.; Gundersen, Lise-Lotte; Tetrahedron; vol. 68; 7; (2012); p. 1869 – 1885;,
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Reference of 4595-60-2, 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 4595-60-2 as follows.

A mixture of 4-chloro-3-nitrophenylboronic acid (520 mg, 2.58 mmoles), 2-bromopyrimidine (410 mg, 2.58 mmoles), tetrakis(triphenylphosphine)palladium(0) (100 mg, 0.08 mmoles) and sodium carbonate (800 mg, 7.5 mmoles) in water (2.5 ml_) and dimethylformamide (15 ml_) was heated at 1000C for 1hour. Water was added and the mixture extracted with ethyl acetate (x2). The combined extracts were dried and evaporated then chromatographed (dichloromethane-methanol) to give the title compound (390 mg, 64%). 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 7.32 (t, J=4.93 Hz, 1 H) 7.69 (d, J=8.59 Hz, 1 H) 8.64 (dd, J=8.34, 2.02 Hz,1 H) 8.87 (d, J=5.05 Hz, 2 H) 9.02 (d, J=2.02 Hz, 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,4595-60-2, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/127458; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1005-37-4 ,Some common heterocyclic compound, 1005-37-4, molecular formula is C5H7ClN4, 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: General Procedure 5: To a mixture of a suitable chloropyrimidine derivative (1 equiv.) in DMF/water (9:1) is added the appropriate boronic acid (or boronic ester) derivative (1.1 equiv.), Na2003 (2 equiv.) and Pd(PPh3)4 (0.1 equiv.). The mixture is heated at 120 00 overnight or in the microwave until the reaction iscomplete as shown by LCMS. The crude mixture is then purified by preparative HPLC to afford the desired product.Example 696-(4-tert-butylphenyl)-4-N-methylpyri midi ne-2,4-diam me.Prepared according to general procedure 5 from (4-tert-butylphenyl)boronic acidand 6-chloro-4-N-methylpyrimidine-2,4-diamine. LCMS [M+H] 257; 1H NMR (400MHz, CD3OD) OH 7.77 (2H, d, J = 8.7 Hz), 7.53-7.48 (2H, m), 6.22 (1H, s), 2.93 (3H, s), 1.38 (9H, s).

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. 1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; HELLEDAY, Thomas; KOOLMEISTER, Tobias; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; WO2014/84778; (2014); A1;,
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