Category: 6705-33-5

A common compound: 6705-33-5, name is Pyrazin-2-ylmethanol, belongs to Pyrazines compound, 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. 6705-33-5

Step 1 (2-Chloromethyl)pyrazine To a stirred solution of (2-hydroxymethyl)pyrazine (Maury et al. (1982) Bull. Soc. Chim. Belg. 91, 153-162) (0.40 g, 3.6 mmol) in CH2 Cl2 (40 mL) at 0 C. was added thionyl chloride (1.6 g, 13 mmol), dropwise. The mixture was stirred for 18 h at ambient temperature then concentrated under reduced pressure. The residue was partitioned between saturated NaHCO3 (20 mL) and CH2 Cl2 (25 mL). The organic layer was removed and the aqueous phase extracted further with CH2 Cl2 (3*25 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated under reduced pressure. The resulting oil was purified by flash column chromatography, eluding with hexanes; 30% EtOAc, to give the title compound: 1 H NMR (400 MHz, CDCl3) delta 8.76 (s, 1H), 8.58-8.54 (m, 2H), 4.72 (s, 2H) ppm. The compound was converted to its hydrochloride salt for storage.

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, 6705-33-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US5939439; (1999); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6705-33-5, A common compound: 6705-33-5, name is Pyrazin-2-ylmethanol, belongs to Pyrazines compound, 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.

Step 2 – 2-(Bromomethyl)pyrazine (0524) [00341] To a solution of pyrazin-2-ylmethanol (750 mg, 6.81 mmol) in dichloromethane (10 mL) was added phosphorus tribromide (2.77 g, 10.2 mmol) dropwise and the reaction mixture was stirred at 15 C for 16 hrs. On completion, methanol (20 mL) was added to the reaction mixture. Then the mixture was concentrated in vacuo and the resulting solid was purified by silica gel chromatography (dichloromethane:methanol = 50:1) to give the title compound. 1H NMR (300MHz, CD3OD) delta = 8.86 (s, 1H), 8.74 (br. s., 1H), 8.63 (d, J = 2.6 Hz, 1H), 4.72 (s, 2H).

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, Pyrazin-2-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; SAIAH, Eddine; (264 pag.)WO2017/156181; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6705-33-5, Adding some certain compound to certain chemical reactions, such as: 6705-33-5, name is Pyrazin-2-ylmethanol, 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 6705-33-5.

Example 1018; Step A; To a suspension of triphenylphosphine polystyrene (3 gm, 1 mmol/gm) in dry dichloromethane (20 ml) was slowly added bromine (154 muL). The resulting mixture was stirred at room temperature for 10 min, a solution of commercially available pyrazin-2-yl-methanol (114 mg) in dry dichloromethane (10 ml) was added and stirring at room temperature was continued for 21? h. The mixture was filtered, concentrated under reduce pressure at 20 C. and purified by flash chromatography (silica, cyclohexane/ethyl acetate). The obtained material was dissolved in dry N,N-dimethylformamide (1.5 mL) and added to a suspension of the title compound from Example 1007c (22.3 mg) and potassium carbonate (69.1 mg) in dry N,N-dimethylformamide (1.5 mL). The resulting mixture was stirred at room temperature for 16 h and then concentrated under reduce pressure. The remaining residue was purified by flash chromatography (silica, dichloromethane/methanol) to afford the title compound (6.8 mg; 25%) as a single isomer. [MH]+=539.

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 6705-33-5.

Reference:
Patent; ALANTOS PHARMACEUTICALS, INC.; US2007/155739; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 6705-33-5, name is Pyrazin-2-ylmethanol, This compound has unique chemical properties. The synthetic route is as follows., 6705-33-5

a) To a stirred and cooled (?5 C.) solution of 8.3 parts of 2-pyrazinemethanol, 13.3 parts of ethyl 4-hydroxybenzoate and 20.2 parts of triphenylphosphine in 178 parts of tetrahydrofuran was added dropwise a solution of 13.93 parts of diethyl azodicarboxylate in 45 parts of tetrahydrofuran. Upon completion, the reaction mixture was stirred over weekend. After evaporation, the residue was taken up in water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was stirred in 2,2′-oxybispropane. The precipitate was filtered off and the filtrate was evaporated. The residue was crystallized from 2-propanol, yielding 7.5 parts (38.7%) of ethyl 4-(2-pyrazinylmethoxy)benzoate; mp. 76.1 C. (interm. 9).

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.

Reference:
Patent; Janssen Pharmaceutica N.V.; US5070090; (1991); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6705-33-5,Some common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, molecular formula is C5H6N2O, 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.

16A. Preparation of 3-chloro-4-(pyrazin-2-ylmethoxy)-phenylamine To a mixture of pyrazin-2-yl-methanol (62 mg, 0.56 mmol), 4-amino-2-chloro-phenol (80.8 mg, 0.56 mmol) and triphenylphosphine (148 mg, 0.56 mmol) in THF (3 ml) was added DIAD (0.11 ml, 0.56 mmol) and the mixture was stirred at rt for 20 h. The mixture was concentrated in vacuo, diluted with 1N HCl (30 ml), washed with EtOAc (3*20ml) and basified to pH 12 by 1N NaOH. The mixture was extracted with EtOAc (4*40 ml) and the combined EtOAc extracts were washed with brine (1*20 ml), dried (MgSO4), filtered and concentrated in vacuo to give 16A (43.3 mg, 33% pure)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6705-33-5, its application will become more common.

Reference:
Patent; Gavai, Ashvinikumar V.; Han, Wen-Ching; Chen, Ping; Ruediger, Edward H.; Mastalerz, Harold; Fink, Brian E.; Norris, Derek J.; US2005/197339; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem