955368-90-8 | Pyrimidines

9/18 News Sources of common compounds: 955368-90-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, 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 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, blongs to pyrimidines compound. Quality Control of 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one

N, N-dimethyiethane- 1 ,2-diamine (0.023 m L,0.213 mmoi) was added to a stirred soiution of 2-aiiyi-6-(methyithio)- 1 H-pyrazoio[3,4- d]pyrimidin-3(2H)-one (47.3 mg, 0.213 mmoi) [Prepared according to EP2213673B1 (Production Exampie 1, p37)], [(6-bromopyridin-2-yi)(methyi)oxo-lambda6- suifanyiidene](methyi)amine (53.1 mg, 0.213 mmoi), copper(i) iodide (40.6 mg, 0.213 mmoi), and potassium carbonate (41.2 mg, 0.298 mmoi) in 1,4-dioxane (1.0 mL) at RT. The reaction mixture was heated to 95 00 After 20 h, the reaction mixture was partitioned between saturated ammonium hydroxide (aq) soiution and EtOAc, separated, extracted (EtOAc x 3), organics combined, dried (Phase Separator), the soivents were removed in vacuo, and the remaining residue was purified by fiash chromatography (0-100%, EtOAc in cyciohexane) to give the titie compound (7.1 mg, 9%) as a paie yeiiow oii.LCMS (Method A): RT = 0.91 mm, mlz = 391 [M+H]

Reference:
Patent; ALMAC DISCOVERY LIMITED; BURKAMP, Frank; ROUNTREE, James Samuel Shane; TREDER, Adam Piotr; (155 pag.)WO2018/11569; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

9/16 News The important role of 955368-90-8

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, 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, Safety of 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, blongs to pyrimidines compound. Safety of 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one

I1 (182.89 mg, 822.85 mumol) and 57-1 (200 mg, 822.85 mumol) were added into 1,4-dioxane (5.00 mL), followed by adding cuprous iodide (156.71 mg, 822.85 mumol), potassium carbonate (159.22 mg, 1.15 mmol) and N,N’-dimethylethylenediamine (79.79 mg, 905.14 mumol, 98.87 muL), the temperature was raised to 95C under nitrogen atmosphere, then reacted for 16 h. Ammonia (20 mL) was added into the reacted mixture, then extracted by EA (3×10 mL), the organic phase was washed by saturated brine (20 mL), dried over anhydrous sodium sulfate, the filtrate was concentrated to give the crude product, which was separated by an automatic column machine COMBI-FLASH (PE/EA=10/1-1/1) to give 57-2. MS m/z: 384.41 [M+H]+

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

03/9/2021 News Extended knowledge of 955368-90-8

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.

Electric Literature of 955368-90-8 ,Some common heterocyclic compound, 955368-90-8, molecular formula is C9H10N4OS, 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.

Compound 51-1 (2.00 g, 9.90 mmol) and Intermediate I1 (2.20 g, 9.90 mmol) were added into 1,4-dioxane solution, then N,N’-diethylethylenediamine (1.27 g, 10.89 mmol), potassium carbonate (1.37 g, 9.90 mmol) and cuprous iodide (1.89 g, 9.90 mmol) were added sequentially under nitrogen atmosphere, the temperature was raised to 95C and the reaction was stirred at reflux for 12 hours until it was complete. Then the mixture was cooled down to r.t. and concentrated, quenched by 50 mL water, then extracted by 50 mL EA, the organic phase was washed by 50 mL saturated brine, dried over anhydrous sodium sulfate, then filtered, evaporated and purified by chromatography (EA /PE =1/10-1/4) to give 51-2. 1H NMR (400MHz, CDCl3) delta 8.90 (s, 1H), 7.75 -7.71 (m, 1H), 7.35 (d, J=8.0 Hz, 1H), 6.67 (d, J=8.2 Hz, 1H), 5.71 – 5.64 (m,1H), 5.04 (dd, J=10.0 Hz, 1H), 5.05 – 4.80 (m,1H), 4.81 (d, J=6.4 Hz, 1H), 4.34 -4.29 (m, 2H), 2.55 (s, 3H), 1.56 (d, J=2.4 Hz, 1H), 1.42 – 1.38 (m, 3H)

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.

03/9/2021 News Extended knowledge of 955368-90-8

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.

The origin of a common compound about 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one

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. 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 955368-90-8, Adding some certain compound to certain chemical reactions, such as: 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one,molecular formula is C9H10N4OS, 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 955368-90-8.

Preparative Example 1-1 Production of 2-allyl-6-(methylthio)-l-pyridin-2-yl-3H-pyrazolo[3,4-d]pyrimidin-3-one: 2.4 mL of Nu,Nu’-dimethylethylenediamine was added to 1,4-dioxane (50 mL) solution of 4.44 g of 2-allyl-6-(methylthio)-l,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one, 3.80 g of copper(I) iodide, 5.33 g of 2-iodopyridine and 3.80 g of potassium carbonate, and stirred overnight at 95C. The reaction liquid was cooled, aqueous ammonia was added thereto and extracted with ethyl acetate, washed with saturated saline water and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and crystallized with ethyl acetate to obtain 5.15 g of the entitled compound as a white solid. lH-NMR (400 MHz, CDCI3) delta: 8.94 (IH, s), 8.52 (IH, d, J=5.1 Hz), 7.90 (2H, d, J=3.5 Hz), 7.29-7.25 (IH, m), 5.68 (IH, ddt, J=17.0, 10.2, 6.3 Hz), 5.05 (IH, d, J=10.2 Hz), 4.91 (IH, d, J=17.0 Hz), 4.85 (IH, d, J=6.3 Hz), 2.58 (3H, s).

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDREN’S HOSPITAL OF PHILADELPHIA; COLE, Kristina; MARIS, John; RUSSELL, Michael; BENITA, Yair; KUBICA, Jamie; SHUMWAY, Stuart Denham; WO2014/62454; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 955368-90-8

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 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one.

Synthetic Route of 955368-90-8, 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 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one. This compound has unique chemical properties. The synthetic route is as follows.

I1 (1.0 g, 4.5 mmol) was added into 1,4- dioxane (10 mL), and 2-bromo-6-methoxylpyridine (1.02 g, 5.4 mmol, 664 muL), potassium carbonate (622 mg, 4.5 mmol), cuprous iodide (857 mg, 4.5 mmol) and N,N’-dimethylethylenediamine (397 mg, 4.5 mmol, 490 muL) were added while stirring, heated to 95C under nitrogen atmosphere, then reacted for 12 h. 100 mL ammonia was added into the reacted mixture, then extracted by 100 mL EA, the organic phase was washed by 100 mL brine, dried over anhydrous sodium sulfate, filtered and concentrated, the crude product was crystalized by EtOAc, then purified by silica gel chromatography (PE/EA = 10/1 to 2/1), to give the compound 47-1. 1H NMR (400MHz, CDCl3) delta = 8.92 (s, 1H), 7.89 (t, J=8.0 Hz, 1H), 7.43 (d, J=7.2 Hz, 1H), 6.82 (d, J=8.0 Hz, 1H), 5.83 – 5.69 (m, 1H), 5.07 (d, J=10.4 Hz, 1H), 4.96 (br d, J=17.2 Hz, 1H), 4.84 (d, J=6.0 Hz, 2H), 3.93 (s, 3H), 2.56 (s, 3H)

New downstream synthetic route of 955368-90-8

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 955368-90-8 , The common heterocyclic compound, 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, molecular formula is C9H10N4OS, 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: Synthesis of 6-(methylthio)-2-propyl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one To a stirred solution of 2-allyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-on (2.0 g, 8.9 mmol, 1.0 eq) in dry MeOH (50 mL), Pd/C (10 wt %) (200 mg) was added under stirring under inert atmosphere in Parr vessel. The reaction was stirred in Parr reactor at 60 psi hydrogen pressure 12 h. The reaction was monitored by LCMS. After completion the mixture was filtered through celite and concentrated to afford, 6-(methylthio)-2-propyl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one as yellow solid (1.318 g, 65%).

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 955368-90-8

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Related Products of 955368-90-8 , The common heterocyclic compound, 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, molecular formula is C9H10N4OS, 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.

In a pre-dried thumb flask, 59-1 (0.8 g, 3.42 mmol), I1 (690.72 mg, 3.11 mmol), cuprous iodide (591.84 mg, 3.11 mmol), potassium carbonate (588.42 mg, 4.26 mmol) N,N’-dimethylethylenediamine (301.33 mg, 3.42 mmol, 367.92 muL,) and 1,4-dioxane (20 mL) were added in sequence, the reaction mixture was replaced by nitrogen for 3 times, then heated and stirred in an oil bath at 95C for 13 hours. For another batch, 59-1 (200.85 mg, 858.21 mumol), I1 (190.75 mg, 858.21 mumol), cuprous iodide (163.45 mg, 858.21 mumol), potassium carbonate (162.50 mg, 1.18 mmol), N,N’-dimethylethylenediamine (83.22 mg, 944.04 mumol, 101.61 muL) and 1,4-dioxane (5 mL) were added sequentially in a pre-dried thumb flask, the reaction mixture was replaced by nitrogen for 3 times, then heated and stirred in an oil bath at 95C for 13 hours. Half of the reaction mixture and previous batch of the reaction mixture were combined and directly evaporated. The residue was purified by a silica gel column (100-200 mesh silica gel, PE_EA=5/1-0/1) to give 0.7 g pale brown oily product. 0.5 g of the oily product was added into 20 mL water, then extracted by 60 mL DCM for 3 times, the organic phase was dried, then filtered and evaporated to dry. The residue was purified by a silica gel column (100-200 mesh silica gel, PE_EA=5/1-0/1) to give 59-2. 1H NMR (400 MHz, CDCl3): 8.97 (s, 1H), 8.09-8.06 (m, 1H), 7.70-7.43 (m, 2 H), 5.71-5.64 (m, 1H), 5.07-5.05 (d, J=10.4 Hz, 1H), 4.93-4.88 (m, 1H), 4.81-4.79 (d, J=6.4 Hz, 2H), 2.61 (s, 3H), 1.81-1.75 (m, 6H)

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Analyzing the synthesis route of 955368-90-8

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.

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 955368-90-8

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.