165807-05-6 | Pyrimidines

Wager, Travis T. et al. published their research in ACS Chemical Neuroscience in 2014 | CAS: 165807-05-6

4-Dimethoxymethylpyrimidin-2-ylamine (cas: 165807-05-6) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Application In Synthesis of 4-Dimethoxymethylpyrimidin-2-ylamine

Casein Kinase 1鏈?钄?Inhibitor PF-5006739 Attenuates Opioid Drug-Seeking Behavior was written by Wager, Travis T.;Chandrasekaran, Ramalakshmi Y.;Bradley, Jenifer;Rubitski, David;Berke, Helen;Mente, Scot;Butler, Todd;Doran, Angela;Chang, Cheng;Fisher, Katherine;Knafels, John;Liu, Shenping;Ohren, Jeff;Marconi, Michael;DeMarco, George;Sneed, Blossom;Walton, Kevin;Horton, David;Rosado, Amy;Mead, Andy. And the article was included in ACS Chemical Neuroscience in 2014.Application In Synthesis of 4-Dimethoxymethylpyrimidin-2-ylamine This article mentions the following:

Casein kinase 1 delta (CK1鏈? and casein kinase 1 epsilon (CK1钄? inhibitors are potential therapeutic agents for a range of psychiatric disorders. The feasibility of developing a CNS kinase inhibitor has been limited by an inability to identify safe brain-penetrant compounds with high kinome selectivity. Guided by structure-based drug design, potent and selective CK1鏈?钄?inhibitors have now been identified that address this gap, through the design and synthesis of novel 4-[4-(4-fluorophenyl)-1-(piperidin-4-yl)-1H-imidazol-5-yl]pyrimidin-2-amine derivatives PF-5006739 (6) possesses a desirable profile, with low nanomolar in vitro potency for CK1鏈?钄?(IC₅₀ = 3.9 and 17.0 nM, resp.) and high kinome selectivity. In vivo, 6 demonstrated robust centrally mediated circadian rhythm phase-delaying effects in both nocturnal and diurnal animal models. Further, 6 dose-dependently attenuated opioid drug-seeking behavior in a rodent operant reinstatement model in animals trained to self-administer fentanyl. Collectively, our data supports further development of 6 as a promising candidate to test the hypothesis of CK1鏈?钄?inhibition in treating multiple indications in the clinic. In the experiment, the researchers used many compounds, for example, 4-Dimethoxymethylpyrimidin-2-ylamine (cas: 165807-05-6Application In Synthesis of 4-Dimethoxymethylpyrimidin-2-ylamine).

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Bai, Song et al. published their research in Heterocycles in 2018 | CAS: 165807-05-6

4-Dimethoxymethylpyrimidin-2-ylamine (cas: 165807-05-6) belongs to pyrimidine derivatives. The aromatic compound pyrimidine, and its derivatives, are ubiquitous in nature. They are found in nucleic acids, vitamins, amino acids, antibiotics, alkaloids, and a variety of toxins. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Electric Literature of C7H11N3O2

Cinchona alkaloid thiourea-catalyzed one-pot synthesis and bioselective activities of β-amino acid ester derivatives containing a pyrimidine moiety was written by Bai, Song;Liu, Shan;Zhu, Yunying;Wei, Xian;Zhao, Kunhong;Li, Weihua;Wu, Qin. And the article was included in Heterocycles in 2018.Electric Literature of C7H11N3O2 This article mentions the following:

Both enantiomers of β-amino acid ester derivatives I (R¹ = cyclohexyl, Ph, 4-ClC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄, 2-furyl; R² = Me, Et) that contain a pyrimidine moiety were produced from 2-amino-4-(dimethoxymethyl)pyrimidine, aldehydes R¹CHO and malonates H₂C(CO₂R²)₂ in an enantioselective Mannich-type one-pot reaction in good yields and with excellent enantiomeric excess (up to >99% ee) using chiral cinchona alkaloid thiourea catalysts. An evaluation of the antiviral activities of reaction products against tobacco mosaic virus (TMV) was promising with high and selective biol. activities. Compound (-)-I (R¹ = 2-furyl; R² = Me) showed an excellent anti-TMV activity (curative activity, 56.1%; inactivation activity, 70.7%; protection activity, 95.7%) at 500 μg/mL. These values exceeded those of the com. available antiviral agent, ningnanmycin (curative activity, 52.6%; inactivation activity, 62.0%; protection activity, 90.2%). These novel chiral compounds were used as protective agents against TMV disease. In the experiment, the researchers used many compounds, for example, 4-Dimethoxymethylpyrimidin-2-ylamine (cas: 165807-05-6Electric Literature of C7H11N3O2).

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Bai, Song et al. published their research in Heterocycles in 2018 | CAS: 165807-05-6

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 4-Dimethoxymethylpyrimidin-2-ylamine

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. 165807-05-6, 4-Dimethoxymethylpyrimidin-2-ylamine, other downstream synthetic routes, hurry up and to see.

Application of 165807-05-6, Adding some certain compound to certain chemical reactions, such as: 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine,molecular formula is C7H11N3O2, 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 165807-05-6.

General procedure: Reactions were performed with 0.30 mmol of4-(dimethoxymethyl)pyrimidin-2-amine (1a), 0.30 mmol of aldehyde 2, 0.30 mmol of malonate 3 in 3.0mL of p-xylene in the presence of 20 molpercent catalyst A1 or A5 at 50 °C and stirred for 48?60 h. Aftercompletion of the reaction (as observed by TLC), the crude product was purified by preparative TLC(GF254 silica gel: hexane/EtOAc = 5/1), which yielded the target product

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Wei, Xian; Zhao, Kunhong; Li, Weihua; Wu, Qin; Heterocycles; vol. 96; 8; (2018); p. 1383 – 1397;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New learning discoveries about 4-Dimethoxymethylpyrimidin-2-ylamine

According to the analysis of related databases, 165807-05-6, the application of this compound in the production field has become more and more popular.

The origin of a common compound about 4-Dimethoxymethylpyrimidin-2-ylamine

Statistics shows that 165807-05-6 is playing an increasingly important role. we look forward to future research findings about 4-Dimethoxymethylpyrimidin-2-ylamine.

Application of 165807-05-6, 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.165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine, molecular formula is C7H11N3O2, molecular weight is 169.18, as common compound, the synthetic route is as follows.

Intermediate P: 1-(4-((2-Aminopyrimidin-4-yl)methoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureaHydrochloric acid (2M, 207 mL, 414 mmol) was added to 4-(dimethoxymethyl)pyrimidin-2-amine (68) (WO 2007/096764) (14.0 g, 83 mmol) and the mixture heated at 48° C. for 16 hr.The mixture was cooled to RT and was neutralized with solid Na2CO3 which produced a precipitate at pH 7.The suspension was diluted with EtOAc (300 mL) and the solid removed by filtration.The organic layer was separated and the aqueous layer was extracted with 1percent MeOH in THF (4*300 mL).The organics were combined, dried and then evaporated in vacuo.The residue (ca. 4.0 g) was suspended in a mixture of MeOH (100 mL), THF (100 mL) and water (100 mL) and treated with NaBH4 (1.57 g, 41.4 mmol).After stirring for 1 hr a solution of NaOH (1M, 20 mL) was added and the mixture was allowed to stand at RT for 48 hr.The solvents were evaporated to give a yellow solid which was partitioned between water (50 mL) and EtOAc (100 mL).The solid which formed at the interface was removed by filtration and the aq layer was extracted with THF (3*300 mL) then dried and evaporated to give a yellow solid.The material was suspended in THF (100 mL) and MeOH (50 mL) and absorbed onto silica gel (20 g) and subjected to column chromatography (80 g, 15percent MeOH in DCM isocratic elution) to give (2-aminopyrimidin-4-yl)methanol (69) as an off-white solid (720 mg, 7percent): m/z 126 (M+H)+ (ES+).

Statistics shows that 165807-05-6 is playing an increasingly important role. we look forward to future research findings about 4-Dimethoxymethylpyrimidin-2-ylamine.

Reference:
Patent; Charron, Catherine Elisabeth; Fenton, Robert; Crowe, Scott; Ito, Kazuhiro; Strong, Peter; Rapeport, William Garth; Ray, Keith; US2012/244120; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of 4-Dimethoxymethylpyrimidin-2-ylamine

Electric Literature of 165807-05-6 ,Some common heterocyclic compound, 165807-05-6, molecular formula is C7H11N3O2, 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.

Intermediate P: 1-(4-((2-Aminopyrimidin-4-yl)methoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureaHydrochloric acid (2M, 207 mL, 414 mmol) was added to 4-(dimethoxymethyl)pyrimidin-2-amine (68) (WO 2007/096764) (14.0 g, 83 mmol) and the mixture heated at 48¡ã C. for 16 hr.The mixture was cooled to RT and was neutralized with solid Na2CO3 which produced a precipitate at pH 7.The suspension was diluted with EtOAc (300 mL) and the solid removed by filtration.The organic layer was separated and the aqueous layer was extracted with 1percent MeOH in THF (4*300 mL).The organics were combined, dried and then evaporated in vacuo.The residue (ca. 4.0 g) was suspended in a mixture of MeOH (100 mL), THF (100 mL) and water (100 mL) and treated with NaBH4 (1.57 g, 41.4 mmol).After stirring for 1 hr a solution of NaOH (1M, 20 mL) was added and the mixture was allowed to stand at RT for 48 hr.The solvents were evaporated to give a yellow solid which was partitioned between water (50 mL) and EtOAc (100 mL).The solid which formed at the interface was removed by filtration and the aq layer was extracted with THF (3*300 mL) then dried and evaporated to give a yellow solid.The material was suspended in THF (100 mL) and MeOH (50 mL) and absorbed onto silica gel (20 g) and subjected to column chromatography (80 g, 15percent MeOH in DCM isocratic elution) to give (2-aminopyrimidin-4-yl)methanol (69) as an off-white solid (720 mg, 7percent): m/z 126 (M+H)+ (ES+).

Sources of common compounds: 4-Dimethoxymethylpyrimidin-2-ylamine

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

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

Sources of common compounds: 165807-05-6

The synthetic route of 165807-05-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 165807-05-6 , The common heterocyclic compound, 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine, molecular formula is C7H11N3O2, 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: Reactions were performed with 0.30 mmol of4-(dimethoxymethyl)pyrimidin-2-amine (1a), 0.30 mmol of aldehyde 2, 0.30 mmol of malonate 3 in 3.0mL of p-xylene in the presence of 20 molpercent catalyst A1 or A5 at 50 ¡ãC and stirred for 48?60 h. Aftercompletion of the reaction (as observed by TLC), the crude product was purified by preparative TLC(GF254 silica gel: hexane/EtOAc = 5/1), which yielded the target product

The synthetic route of 165807-05-6 has been constantly updated, and we look forward to future research findings.