1613191-73-3 | pyrazoles-derivatives

Extended knowledge of 1613191-73-3

The synthetic route of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Application of 1613191-73-3, 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. 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of allyl 3,5-diamino-lH-pyrazole-4-carboxylate 3 (1 g, 5.489 mmol) in DMF (5 mL) was added (Z)-2-chloro-3-dimethylamino-prop-2-enylidene]- dimethyl-ammonium hexafluorophosphate (1.683 g, 5.489 mmol), followed by triethylamine (722.1 mg, 994.6 mu, 7.136 mmol). The reaction mixture was heated to 60C for 4h during which time a solid slowly precipitated out of solution. The brown suspension was allowed to cool down to RT. The solid was filtered, washed with water and dried under vacuum to give allyl 2-amino-6-chloro-pyrazolo[l,5-a]pyrimidine-3-carboxylate 4b as a brown solid (1.092 g, 72% yield).

The synthetic route of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; BOYALL, Dean; CHARRIER, Jean-Damien; DAVIS, Chris; DAVIS, Rebecca; DURRANT, Steven; ETXEBARRIA I JARDI, Gorka; FRAYSSE, Damien; JIMENEZ, Juan-Miguel; KAY, David; KNEGTEL, Ronald; MIDDLETON, Donald; ODONNELL, Michael; PANESAR, Maninder; PIERARD, Francoise; PINDER, Joanne; SHAW, David; STORCK, Pierre-Henri; STUDLEY, John; TWIN, Heather; WO2014/89379; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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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, Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Related Products of 1613191-73-3, The chemical industry reduces the impact on the environment during synthesis 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Step 2: 3-allyl 7-tert-butyl 2-amino-5, 6-dihydropyrazolo[l,5-a]pyrido[4,3-d]pyrimidine- 3, 7(8H)-dicarboxylate 4. [00239] A mixture of tert-butyl 3-(l,3-dioxolan-2-yl)-4-oxo-piperidine-l-carboxylate (100 mg, 0.3686 mmol), allyl 3,5-diamino-lH-pyrazole-4-carboxylate (67.15 mg, 0.369 mmol), KOH (5 mg, 0.0891 mmol) in dioxane (2 mL) was stirred at ambient temperature for 18h. The solid that formed was filtered and triturated in Et20 to afford compound 4 as a beige solid (lOOmg, 73%). LC-MS (M+H)+ 334.2; NMR (500 MHz, DMSO-d6) delta 8.85 (s, 1H), 6.37 (s, 2H), 6.00-6.07 (m, 1H), 5.51-5.55 (d, 1H), 5.23-5.26 (m, 1H), 4.75-4.76 (m, 2H), 4.55 (s, 2H), 3.69 (m, 2H), 3.32 (s, 2H), 2.93-2.95 (m, 2H), 1.40 (s, 9H).

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DAVIS, Chris; DURRANT, Steven; JARDI, Gorka, Etxebarria I; FRAYSSE, Damien; KAY, David; KNEGTEL, Ronald; PIERARD, Francoise; PINDER, Joanne; STORCK, Pierre-Henri; WO2014/143240; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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Continuously updated synthesis method about Allyl 3,5-diamino-1H-pyrazole-4-carboxylate

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1613191-73-3.

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. 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H10N4O2

[0456] 1,1,3,3-tetramethoxypropane 35a (20 g, 121.8mmol) was dissolved in water (200 ml). p-Toluenesulphonicacid monohydrate (23.17 g, 121.8 mmol) was added and themixture stirred at 19-20 C. for 90 minutes. 1-(Chloromethyl)-4-fluoro-1 ,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate37 (Selectfluor, 1.4 eqv, 60.4 g, 170.5 mmol)was added portionwise. The addition was endothermic (20.1 oC. to 19.4 C.) however the temperature began to rise slowlyonce the addition was complete (temp increased to 25.4 C.over 45 minutes). The selectfluor dissolved over 1 hr. Themixture was allowed to stir at ambient temperature for 18 hrs.The mixture was homogeneous after this time. DMSO (150ml) was added slowly over 5 minutes. The addition wasexothermic-the temperature increased from 20.4 C. to34.2 C. during the addition. The mixture then began to cool.The resulting mixture was stirred for 45 minutes. Compound3 (21.4 g, 115.7 mmol) was then added portionwise. Theaddition was not exothermic. The mixture was heated to 85C. for 4 hrs (Lc/Ms profile was identical at 2 hr and 4 hr timepoints). The stirred mixture was then allowed to cool to ambienttemperature overnight. The resulting reaction mixturewas a slurry. Water (150 ml) was added slowly to the resultingslurry. The temperature increased from 20.4 C. to 21.5 C.The slurry was stirred for 2 hrs, and then the product wasisolated by filtration. The cake was washed with water anddried on the sinter to a beige solid (15.5 g). The product wasfurther dried in a vac oven at 40 C. for 20 hrs. This gavecompound 4a as a beige solid (13.5 g, 50% yield). HPLCpurity 97.7% area; 1H NMR (500 MHz, DMSO-d6) o 4.83(2H, d), 5.29 (lH, d), 5.49 (lH, d), 6.04-6.14 (lH, m), 6.57(2H, brs), 8.80 (lH, m), 9.40 (lH, m); 19F NMR (500 MHz,DMSO-d6) o -153.1.

Reference:
Patent; Charrier, Jean-Damien; Davis, Christopher John; Fraysse, Damien; Etxebarria I Jardi, Gorka; Pegg, Simon; Pierard, Francoise; Pinder, Joanne; Studley, John; Zwicker, Carl; Sanghvi, Tapan; Waldo, Michael; Medek, Ales; Shaw, David Matthew; Panesar, Maninder; Zhang, Yuegang; Alem, Naziha; US2015/158872; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about C7H10N4O2

According to the analysis of related databases, 1613191-73-3, the application of this compound in the production field has become more and more popular.

Related Products of 1613191-73-3, 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 1613191-73-3 as follows.

Step 2: 2-amino- 7-(tert-butoxycarbonyl)-5, 6, 7, 8-tetrahydropyrazolo[ 1, 5-a]pyrido[ 4, 3- dJpyrimidine-3-carboxyiic acid 5 [00269] A mixture of tert-butyl 3-(l,3-dioxolan-2-yl)-4-oxo-piperidine-l-carboxylate (4.3 g, 15.85 mmol), allyl 3,5-diamino-lH-pyrazole-4-carboxylate 3 (2.888 g, 15.85 mmol), KOH (215.1 mg, 3.833 mmol) in dioxane (86 mL) was stirred at RT for 18 h. The reaction mixture was concentrated in vacuo and the residue was dissolved in DCM (50 mL). Phenylsilane (1.715 g, 1.953 mL, 15.85 mmol) and palladium triphenylphosphane (549.5 mg, 0.4755 mmol) were added to the reaction mixture which was stirred at RT for 4 h. The precipitate was filtered off and washed with DCM yielding 2-amino-7-(tert-butoxycarbonyl)-5,6,7,8- tetrahydropyrazolo[l,5-a]pyrido[4,3-d]pyrimidine-3-carboxylic acid 5 as a beige solid which was used in next step without further purification. MS (ES+) 334.1.

According to the analysis of related databases, 1613191-73-3, the application of this compound in the production field has become more and more popular.

Extended knowledge of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, 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 1613191-73-3, Quality Control of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate

To a suspension of allyl 3,5-diamino-lH-pyrazole-4-carboxylate 3 (42.72 g, 234.5 mmol) in DMSO (270.8 mL) / Water (270.8 mL), was added p-TsOH hydrate (46.72 g, 245.6 mmol) and 3-(diisopropylamino)-2-fluoro-prop-2-enal (described in Tetrahedron Letters, 33(3), 357-60; 1992) (38.69 g, 223.3 mmol). The reaction mixture was heated to 100C for 3h during which time a solid slowly precipitated out of solution. The orange suspension was allowed to cool down to RT overnight. The solid was filtered, washed with water and dried under vacuum to give allyl 2-amino-6-fluoro-pyrazolo[l,5-a]pyrimidine-3-carboxylate 4a as a sand solid (45.05 g, 85% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

New learning discoveries about 1613191-73-3

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C7H10N4O2

[0464] To a suspension ofallyl3,5-diamino-1H-pyrazole-4-carboxylate 3 (1 g, 5.489 mmol) in DMF (5 mL) was added(Z)-2-chloro-3 -dimethy amino-prop-2-eny lidene ]-dimethy ammoniumhexafluorophosphate (1.683 g, 5.489 mmol), followedby triethylamine (722.1 mg, 994.6 f.LL, 7.136 mmol).The reaction mixture was heated to 60 C. for 4 hr. duringwhich time a solid slowly precipitated out of solution. Thebrown suspension was allowed to cool down to RT. The solidwas filtered, washed with water and dried under vacuum togive allyl 2-amino-6-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylate 4b as a brown solid (1.092 g, 72% yield).Step 2: 2-amino-6-chloro-pyrazolo[1 ,5-a ]pyrimidine-3

Extracurricular laboratory: Synthetic route of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate

The synthetic route of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, 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. COA of Formula: C7H10N4O2

Preparation 2a: lH-benzo[d] [l,2,3]triazol-l-yl 2-amino-6-fluoropyrazolo[l,5- a] pyrimidine-3-carboxylate 6a Step 1: allyl 2-amino-6-fluoro-pyrazolo [ 1 ,5-a] pyrimidine-3-carboxylate 4a [00244] To a suspension of allyl 3,5-diamino-lH-pyrazole-4-carboxylate 3 (42.72 g, 234.5 mmol) in DMSO (270.8 mL) / Water (270.8 mL), was added p-TsOH hydrate (46.72 g, 245.6 mmol) and 3-(diisopropylamino)-2-fluoro-prop-2-enal (described in Tetrahedron Letters, 33(3), 357-60; 1992) (38.69 g, 223.3 mmol). The reaction mixture was heated to 100C for 3h during which time a solid slowly precipitated out of solution. The orange suspension was allowed to cool down to RT overnight. The solid was filtered, washed with water and dried under vacuum to give allyl 2-amino-6-fluoro-pyrazolo[l,5-a]pyrimidine-3-carboxylate 4a as a sand solid (45.05 g, 85% yield).

The synthetic route of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Brief introduction of 1613191-73-3

Application of 1613191-73-3, The chemical industry reduces the impact on the environment during synthesis 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

[0450] To a suspension ofallyl3,5-diamino-1H-pyrazole-4-carboxylate 3 ( 42.72 g, 234.5 mmol) in DMSO (270.8mL)/Water(270.8 mL), was added p-TsOHhydrate (46.72 g,245.6 mmol) and 3-( diisopropylamino )-2-fluoro-prop-2-enal(described in Tetrahedron Letters, 33(3), 357-60; 1992) (38.69 g, 223.3 mmol). The reaction mixture was heated to 100C. for 3 hr. during which time a solid slowly precipitated outof solution. The orange suspension was allowed to cool downto RT overnight. The solid was filtered, washed with waterand dried under vacuum to give allyl2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxylate 4a as a sand solid (45.05 g, 85% yield).

Extracurricular laboratory: Synthetic route of 1613191-73-3

To a suspension of allyl 3,5-diamino-1H-pyrazole-4-carboxylate 3 (42.72 g, 234.5 mmol) in DMSO (270.8 mL)/Water (270.8 mL), was added p-TsOH hydrate (46.72 g, 245.6 mmol) and 3-(diisopropylamino)-2-fluoro-prop-2-enal (described in Tetrahedron Letters, 33(3), 357-60; 1992) (38.69 g, 223.3 mmol). The reaction mixture was heated to 100 C. for 3 hr. during which time a solid slowly precipitated out of solution. The orange suspension was allowed to cool down to RT overnight. The solid was filtered, washed with water and dried under vacuum to give allyl 2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxylate 4 as a sand solid (45.05 g, 85% yield).