Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 60025-09-4, 4-Amino-6-chloropyrimidine-5-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, Computed Properties of C5H3ClN4, blongs to pyrimidines compound. Computed Properties of C5H3ClN4

e) (S)-4-Amino-6-(2-(5-(methylsulfonyl)-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yI)pyrrolidin-1 -yI)pyrimidine-5-carbonitrileA solution of (S)-5-(methylsu lfonyl)-3-phenyl-2-(pyrrolid in-2-yl)quinazolin-4(3H)-one (38 mg,0.10 mmol) and 4-amino-6-chloropyrimidine-5-carbonitrile (CAS registry 60025-09-4) (15.9mg, 0.10 mmol) in EtCH (1 ml) was treated with DIPEA (0.045 ml, 0.26 mmol) and wasstirred at 120C for 45 mm in mw. The reaction mixture was evaporated under reducedpressure. The oil was taken up in DCM and washed with sat. aq. NHCO3soln., the organic layer was dried over Na2SO4 and concentrated in vacuo. The crude was purified over SFC (column PPU, 250 x30 mm, 60A, 5pm, Princeton, flow at 100 mI/mm; gradient of MeCH in supercritical CC2, from 18 % to 23 % in ii mm) to afford the title compound as a beige solid(33 mg, 63 % yield).HPLC RtM2=0.87 mm; ESIMS: 488 [(M+H)].1H NMR (400 MHz, DMSC-d6): O 8.24 (dd, 1 H), 7.85-8.05 (m, 3 H), 7.50-7.70 (m, 5 H),7.24 (br s, 2 H), 4.50 – 4.75 (m, 1 H), 3.99 – 4.16 (m, 1 H), 3.80 – 3.97 (m, 1 H), 3.48 (5, 3 H),2.18 -2.31 (m, 1 H), 2.05 -2.18 (m, 1 H), 1.78- 2.03 (m, 2 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; GUIBOURDENCHE, Christel; HINTERMANN, Samuel; HURTH, Konstanze; JACQUIER, Sebastien; KALIS, Christoph; MOEBITZ, Henrik; SOLDERMANN, Nicolas; WO2014/128612; (2014); 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, 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. Computed Properties of C5H4N2O

To a 500 mL round bottom flask were added 150 g of a 3.4 wt% solution of 5- pyrimidinecarboxaldehyde in methanol (5.1 g, 0.047 mole contained 5-pyrimidine carboxaldehyde) and 20.9 g of a 28.2 wt% solution of sodium bisulfite in water (5.9 g, 0.057 mol contained sodium bisulfite). The resulting solution was then stirred for 30 min at ambient temperature. Most of the methanol was distilled off using a rotary evaporator at 50 C to give a light slurry, to which 40 mL of isopropyl alcohol was added. The resulting slurry was cooled down to ambient temperature and stirred overnight after which time the product was collected by filtration, washed with 15 mL of mixture of water and isopropyl alcohol (5 and 10 mL), and suction-dried at ambient temperature for 4 hours to give 16.6 g of white solid. Analysis of the product by NMR indicated 61 wt% of 5-pyrimidinecarboxaldehyde – sodium bisulfite adducts (quantitative yield from 5-pyrimidinecarboxaldehyde). ‘ H NMR (500 MHz, DMSO- d6) d 9.04 (s, 1H), 8.78 (s, 2H), 6.48 (b, 1H), 5.09 (d, J = 5.6 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 10070-92-5.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; DUMAS, Donald J.; HONG, Junbae; (65 pag.)WO2019/173173; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine, 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, HPLC of Formula: C5H2ClF3N2, blongs to pyrimidines compound. HPLC of Formula: C5H2ClF3N2

Step 7 To a solution of 1-isopropyl-7-(methylthio)-1,2,3,4-tetrahydropyrazino[1,2-a]indole (50 mg, 0.19 mmol) in iPrOH (2 mL) was added 2-chloro-4-(trifluoromethyl)pyrimidine (105 mg, 0.58 mmol) and DIEA (185 mg, 0.96 mmol). The mixture was stirred at 100¡ã C. for 4 h. The mixture was concentrated under vacuum and the residue was purified by preparative TLC to afford 1-isopropyl-7-(methylthio)-2-(4-(trifluoromethyl)pyrimidin-2-yl)-1,2,3,4-tetrahydropyrazino[1,2-a]indole (45 mg, 57.7percent yield) as a yellow oil. LC-MS MS (ESI) m/z 407.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Gregg, Richard E.; US2015/250787; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22536-64-7, 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 22536-64-7, name is 2-Chloro-4-methoxy-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 8 4-Methoxy-6-methyl-2-(1,2,4-triazol-1-yl)-pyrimidine In anhydrous tetrahydrofuran, 159 mg of 2-chloro-4-methoxy-6-methylpyrimidine was substituted with 69 mg of 1,2,4-triazole. The reaction mixture was treated according to the procedure as in Example 5 to yield 92 mg of 4-methoxy-6-methyl-2-(1,2,4-triazol-1-yl)-pyrimidine, recrystallized from n-hexane, having a melting point of 142.5-143 C. NMR(CDCl3)delta: 2.53(1H,s), 4.07(1H,s), 6.57(1H,s), 8.13(1H,s), 9.20(1H,s).

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 22536-64-7, 2-Chloro-4-methoxy-6-methylpyrimidine.

Reference:
Patent; Nissin Shokuhin Kabushiki Kaisha; US4849424; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-97-6, 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 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of te/t-butyl-(3,4-cis)-3-fluoro-4-hydroxy-piperidine-1 -carboxylate (racemic) (1.0 g, 4.6 mmol) and 4,6-dichloro-5-methylpyrimidine (818 mg, 5.02 mmol) in anhydrous tetrahydrofuran (23 ml.) was added sodium hydride (201 mg, 5.02 mmol, 60% dispersion in mineral oil) in two portions at 0 degrees Celsius. After 18 hours, the reaction mixture was quenched with saturated aqueous ammonium chloride and diluted with water. The resulting mixture was extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to afford the title compound as a pale yellow oil (1.56 g, 99%). 1H NMR (400 MHz, deuterochloroform) delta 1.46 (s, 9 H), 1.84 – 1.91 (m, 1 H), 2.04 – 2.17 (m, 1 H), 2.24 (s, 3 H), 3.09 – 3.22 (m, 1 H), 3.29 – 3.43 (m, 1 H), 3.78 – 4.01 (m, 1 H), 4.09 – 4.20 (m, 1 H), 4.74 – 4.93 (m, 1 H), 5.31 – 5.43 (m, 1 H), 8.36 (s, 1 H). LCMS: (ES+): 346.4 (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 4316-97-6, 4,6-Dichloro-5-methylpyrimidine.

Reference:
Patent; PFIZER INC.; DAROUT, Etzer; DENINNO, Michael, Paul; FUTATSUGI, Kentaro; GUIMARAES, Cristiano, Ruch, Werneck; LEFKER, Bruce, Allen; MASCITTI, Vincent; MCCLURE, Kim, Francis; MUNCHHOF, Michael, John; ROBINSON, Ralph, Pelton, Jr.; WO2010/128414; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a 10-mL round-bottom flask containing crude amine 21 (1 eq., 0.834 mmol, 248 mg) was added 5-formylpyrimidine (2.1 eq., 1.75 mmol, 189 mg), Na(OAc)3BH (2.5 eq., 2.09 mmol, 442 mg) and a stir bar. The flask was sealed with a rubber septum, evacuated under high vacuum, and backfilled with argon. The contents were suspended in anhydrous 1 ,2-dichloroethane (5 mL), and the reaction was stirred vigorously at room temperature overnight. The reaction mixture was quenched with 1 M disodium citrate (1 mL) for ~ 15 minutes, followed by extraction with dichloromethane (3 x 10 mL). The combined organic layers were dried over Na2S04, filtered, and concentrated to an amber-colored oil. The oily residue was purified by column chromatography (silica gel) using 7:3 acetone:DCM as the eluent. The pure column product (pale yellow oil) was crystallized by the addition of MTBE, followed by recrystallization from boiling MTBExyclohexane to afford 4a as an off-white solid. Yield: 54 mg (0.112 mmol, 13%). FontWeight=”Bold” FontSize=”10″ H NMR (CDCb, 400 MHz) delta 3.82 (s, 4H), 3.84 (s, 2H), 3.86 (s, 3H), 6.97 (d, J= 8.8 Hz, 2H), 7.30 (dd, J= 7.7, 0.8 Hz, 1H), 7.60 (d, J= 8.8 Hz, 2H), 7.79 (t, J = 7.8 Hz, 1H), 7.99 (s, 1H), 8.09 (dd, J= 7.8, 0.8 Hz, 1H), 8.82 (s, 4H), 9.17 (s, 2H). 13C NMR (CDCb, 100 MHz) delta 53.1, 55.4, 58.1, 114.6, 118.1, 123.5, 124.0, 128.1, 131.7, 137.7, 138.7, 141.8, 151.3, 157.6, 158.1, 160.0, 166.8. EI-MS m/z 481 ([M]+, 3%), 282 (100%,). EI- HRMS m/z calc’d for C26H23N7OS 481.1685, found 481.1676.

According to the analysis of related databases, 10070-92-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; FAHRNI, Christoph J.; MCCALLUM, Adam M.; MORGAN, Michael Thomas; (109 pag.)WO2018/231843; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 53112-28-0, Adding some certain compound to certain chemical reactions, such as: 53112-28-0, name is 4,6-Dimethyl-N-phenyl-2-pyrimidinamine,molecular formula is C12H13N3, 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 53112-28-0.

EXAMPLE 3 2-Anilino-4,6-dimethylpyrimidine (10 g) was added to formic-acetic anhydride (prepared from formic acid (5 ml) and acetic anydride (12 ml)) and the mixture heated gently to 40 to give a clear solution. After standing for 4 days, a crystalline solid separated and toluene was added to give a clear solution again. The mixture was evaporated to dryness, more toluene added and reevaporated. The product was recrystallized from ethyl acetate/light petroleum to give N-(4,6-dimethylpyrimidin-2-yl)-formanilide, m.p. 134-5. (Compound 3).

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. 53112-28-0, 4,6-Dimethyl-N-phenyl-2-pyrimidinamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Agrochemicals Ltd.; US4783459; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 823-89-2, 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.823-89-2, name is 5-Bromo-2-hydrazinopyrimidine, molecular formula is C4H5BrN4, molecular weight is 189.01, as common compound, the synthetic route is as follows.

A mixture of A-68 (500.00 mg, 2.65 mmol) in CH(OEt)3 (882.54 _1_, 5.30 mmol) was stirred at 120 C for 16 hours The mixture was diluted with EtOH (5 mL) and the solid formed was collected by filtration, washed with EtOH (5 mL x 3) and dried in oven to afford A-71 (400.00 mg, 1.99 mmol) as a solid. H NMR (400MHz, CDC13) _ = 8.81 (s, 1H), 8.68 (d, 1H), 8.62 (d, 1H). LCMS R, = 0.15 min using Method B, MS ESI calcd. for C5H4BrN4 [M+H+2]+ 201.0, found 200.9

Statistics shows that 823-89-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-hydrazinopyrimidine.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); 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. 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine, molecular formula is C7H11N3O2, 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: C7H11N3O2

Procedure I: Intermediate 9 (1-9) – 2-Aminopyrimidine-4-carboxaldehyde.; [0095] A solution of 2.5 g (15 mmol, 1.0 eq.) of 2-aminopyrimidine-4- carboxaldehyde dimethylacetal (1-8) in 16 mL (48 mmol, 3.2 eq.) of 3M HCl was heated at 48 0C for 14 h. The mixture was allowed to cool to room temperature and diluted with 50 mL of EtOAc. The aqueous layer was neutralized with NaHCCb and then extracted with EtOAc (5 x 50 mL). The combined organic extracts were dried (Na2SO^ and the solvent removed in vacuo to provide 0.69 g (5.6 mmol, 37percent) of 2- aminopyrimidine-4-carboxaldehyde (1-9) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 165807-05-6.

Reference:
Patent; PHARMACOPEIA, INC.; WO2007/104053; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, 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, Quality Control of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Quality Control of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione

Synthesis of 5-chloro-6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione: Into a 1- L round-bottom flask, was placed 6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione (15 g, 93.42 mmol, 1 equiv), acetic acid (225 mL), acetyl acetate (15 mL). The resulting solution was stirred for 30 min at 80 C in an oil bath. Then NCS (16.2 g, 121.32 mmol, 1.30 equiv) was added at 60 C. The resulting solution was stirred for 3h at 60 C in an oil bath. The reaction was then quenched by the addition of 500 mL of water/ice. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 10.1 g of 5- chloro-6-(chloromethyl)- l,2,3,4-tetrahydropyrimidine-2,4-dione as an off-white solid. LC-MS- BLV-CY-202- 1 : (ES, m/z): 195[M+H]+. H-NMR- BLV-CY-202- 1 : (300 MHz, OMSO, ppm): delta 11.71 (s, 1H), 11.56 (s, 1H), 4.47 (s, 2H).

The synthetic route of 18592-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLUEVALLEY PHARMACEUTICAL LLC; LI, Xiang; (99 pag.)WO2019/50889; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia