Category: 591-55-9

591-55-9 , The common heterocyclic compound, 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

To a solution of (2,6-dimethylpyridin-4-yl)(4-(l-(/ra5-4-hydroxycyclohexyl)-6- (methylsulfonyl)-liT-pyrazolo[3,4-d]pyrimidin-3-yl)-5,6-dihydropyridin-l(2H)-yl)methanone (100 mg, 0.20 mmol) in THF (10 mL) was added a 1.0 M solution of lithium bis(trimethylsilyl)amide (LiHMDS) in THF (0.78 mL, 4.0 equiv.) at -70 C followed by slow addition of pyrimidin-5-amine (37 mg, 0.39 mmol). The reaction mixture was stirred at -70 C. After complete conversion, the reaction mixture was quenched with water (10 mL), extracted with EtOAc (3 x 10 mL), dried (Na2S04), and concentrated. The residue was purified by column chromatography with ethyl acetate/hexane and methanol/water to provide (2,6- dimethylpyridin-4-yl)(4-(l-(/ra5-4-hydroxycyclohexyl)-6-(pyrimidin-5-ylamino)-liT- pyrazolo[3,4-i/]pyrimidin-3-yl)-5,6-dihydropyridin-l(2i7)-yl)methanone (13 mg, 12%) as a pale solid.

According to the analysis of related databases, 591-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; FRYE, Stephen; (113 pag.)WO2019/222509; (2019); 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. 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 591-55-9

Example 52: (R)-3-(l-Phenyl-cycloheptanecarbonyIoxy)-l-(pyrimidin-5- ylcarbamoylmethyl)-l-azonia-bicyclo[2.2.2]octane chloridea) 2-ChloiO-/V-pyrimidin-5-yl-acetamide 5-Aminopyrimidine (450 mg) was suspended in DCE (2 mL) and acetonitrile (2 mL) : microwave vial. Chloroacetyl chloride (0.377 mL) was added with stirring. The vial sealed and the reaction mixture was heated in the microwave at 800C for 5 minutes. T solid was filtered off, washed with acetonitrile (2 x 5 mL), DCE (2 x 5 mL) and penta x 30 mL) and then partioned between saturated sodium bicabonate and DCE (50 mL/* mL ) ensuring the aqueous layer was still basic. The organic layer was separated and t aqueous layer was extracted with DCE (2 x 75 mL). The combined organic layer was over magnesium sulfate and evaporated to give the sub-titled compound (200 mg) as i yellow solid.1H NMR (400 MHz, DMSO-D6): delta 10.71 (s, IH), 9.00 (s, 2H), 8.93 (s, IH), 4.35 (s, _

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, 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY LIMITED; WO2009/138707; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

591-55-9, A common compound: 591-55-9, name is 5-Aminopyrimidine,molecular formula is C4H5N3, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

REFERENCE EXAMPLE 9 To 10 ml of dimethyl sulfoxide was added 1.40 g (12.5 mmol) of potassium tert-butoxide, and to the solution was added 951 mg (10.0 mmol) of 5-aminopyrimidine while cooling with water. After stirring at room temperature for 1 hour, 0.54 ml (5.0 mmol) of 2-fluorobenzonitrile was added thereto while cooling with water, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into ice-water, and the mixture was adjusted to pH 7.0 with 1 N hydrochloric acid, and filtered. The filter residue was dissolved in 200 ml of acetone, and the acetone solution was filtered. The filtrate was dried over magnesium sulfate, and the solvent was removed by distillation under reduced pressure to obtain 0.53 g (2.70 mmol) of 5-[N-(2cyanophenyl)amino]pyrimidine. Mass Spectrum (m/z): 196 (M+) NMR Spectrum (DMSO-d6, TMS internal standard) delta: 7.12 (1 H, t, J=7 Hz), 7.35 (1 H, d, J=8 Hz), 7.57-7.60 (1 H, m), 7.76 (1 H, dd, J=8 Hz, 1 Hz), 8.61 (2 H, s), 8.78 (1 H, s), 8.84 (1 H, s)

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 591-55-9.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5538976; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

A stirred solution of 7-bromo-5-methyl-2,5-dihydrobenzo[b]oxepin-9-amine (31E) (0.450 g, 1.771 mmol) and pyrimidin-5-amine (0.202 g, 2.125 mmol) in DCE (10.0 mL) was treated with CDI (0.861 g, 5.31 mmol), and the resulting solution was stirred overnight. The reaction was concentrated under reduced pressure, and the residue was partitioned between water (10 ml) and EtOAc (30 ml). The organic layer was separated, dried over Na2S04 and concentrated under reduced pressure to afford the crude product. Purification by flash chromatography gave 42A. LC-MS Anal. Calc’d for Cl6Hl5BrN402 375.2, found [M+H] 376.5. Tr = 2.9 min (Method U).

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. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; SEITZ, Steven P.; MARKWALDER, Jay A.; WILLIAMS, David K.; SHAN, Weifang; NARA, Susheel Jethanand; ROY, Saumya; CHERUKU, Srinivas; PULICHARLA, Nagalakshmi; (207 pag.)WO2020/23356; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia