The origin of a common compound about 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine

According to the analysis of related databases, 126352-69-0, the application of this compound in the production field has become more and more popular.

Reference of 126352-69-0, Adding some certain compound to certain chemical reactions, such as: 126352-69-0, name is 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine,molecular formula is C6H9N3, 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 126352-69-0.

To a solution of 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (3.0 g, 24.4 mmol) inTID’ (20 mL) was added NaH (60% in mineral oil, 1.5 g, 36.6 mmol). The reaction was stirred atroom temperature for 1 hr under N2. Then Boc20 (8. 0 g, 36.6 mmol) was added and the mixturewas stirred at room temperature for 16 hrs. The reaction mixture was poured into water ( 60 mL)and extracted with EA (50 mL x2). The organic layer was washed with water (50 mL) and brine(50 mL), dried over Na2S04 and concentrated. The residue was purified by silica gel column(DCM/J1eOH = 100/1) to give tert-butyl6,7-dihydropyrazolo[l,5-a]pyrimidine-4(5H)carboxylate(4.4 g, yield: 81 %) as a white solid.[0010221 1H NMR (300 lVlliz, CDCb): 8 = 7.37 (s, 1H), 6.28 (s, 1H), 4.21-4.16 (m, 2H), 3.86-3.80 (m, 2H), 2.20-2.15 (m, 2H), 1.57 (s, 9H). MS: m/z 224.4 (M+H’).

According to the analysis of related databases, 126352-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JECURE THERAPEUTICS, INC.; STAFFORD, Jeffrey A.; VEAL, James M.; TRZOSS, Lynnie Lin; MCBRIDE, Christopher; (411 pag.)WO2018/136890; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine

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 126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine.

Related Products of 126352-69-0, 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 126352-69-0, name is 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(2) To acetic anhydride (0.153 ml) was added formic acid (0.077 ml) at 15-20 C. The mixture was stirred at ambient temperature for 30 minutes. To this solution was added 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (100 mg) under ice-cooling and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was added to a mixture of dichloromethane and aqueous sodium bicarbonate solution. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo to give 4-formyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (79.9 mg). IR (Nujol): 1670, 1535, 1500, 1450, 1430, 1400 cm-1. NMR (DMSO-d6, delta): 1.97-2.27 (2H, m), 3.62-3.91 (2H, m), 3.97-4.24 (2H, m), 6.22 and 6.48 (1H, each d, J=3 Hz), 7.29 (1H, d, J=3 Hz), 8.19 and 8.77 (1H, each 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 126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; Fujisawa Pharmaceutical Company, Ltd.; US5173485; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of 126352-69-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound,126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]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, Application In Synthesis of 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine

N-Iodosuccinimide (0.581 g, 2.58 mmol) was added to 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (0.265 g, 2.15 mmol) in acetonitrile (5 mL) at r.t. under nitrogen. The resulting solution was stirred at r.t. for 1 h before water (20 mL) was added. Stirring was continued for 1.5 h, and then the reaction mixture was extracted with MTBE (3×20 mL). The combined organic layers were washed sequentially with 2 M aqueous NaOH (20 mL), Na2S2O3 solution (20 mL, 10% w/v), and saturated aqueous sodium chloride (20 mL) before being dried over MgSO4, filtered, and concentrated under reduced pressure. The resulting crude product was purified by flash silica chromatography, elution gradient 0 to 100% EtOAc in heptane. Pure fractions were evaporated to dryness to afford 3-iodo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (0.155 g, 28.9%) as a white crystalline solid. 1H NMR (400 MHz, CDCl3, 30 C.) 2.16 (2H, q), 3.32-3.44 (2H, m), 3.98 (1H, s), 4.12 (2H, t), 7.24 (1H, s). m/z: ES+[M+H]+ 250.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; Barlaam, Bernard; De Savi, Christopher; Hawkins, Janet; Hird, Alexander; Lamb, Michelle; Pike, Kurt; Vasbinder, Melissa; (134 pag.)US2016/376287; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia