Category: 87486-33-7

Some common heterocyclic compound, 87486-33-7, name is 3,5-Dichloro-1-methylpyrazin-2(1H)-one, molecular formula is C5H4Cl2N2O, 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. Computed Properties of C5H4Cl2N2O

EXAMPLE 2 3-Amino-5-chloro-1-methyl-2(1H)-pyrazinone A solution of 3,5-dichloro-1-methyl-2(1H)-pyrazinone (7.16 g, 0.040 mol) in dioxane (120 mL) was treated with a concentrated aqueous solution of ammonia (28%, 16 mL, 0.24 mol). After stirring at room temperature for three days a suspension of solid had formed. The solid was collected, rinsed with a little water, ether, and hexanes and air dried. The product, 3-amino-5-chloro-1-methyl-2(1H)-pyrazinone, was obtained as a white crystalline powder (4.81 g) melting above 250 C. PMR (DMSO-d6, 200 MHz): delta 7.16 (broad s, 2H, NH2); 6.99 (s, 1H, Het-H); 3.34 (s, 3H, N–CH3). IR (Nujol mull): 3310 (w, NH); 3170 (w, NH); 1660 (s, C=O) cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 87486-33-7, its application will become more common.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4802908; (1989); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 87486-33-7, name is 3,5-Dichloro-1-methylpyrazin-2(1H)-one, 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: C5H4Cl2N2O

A solution containing 3,5-dichloro-l-methylpyrazin-2(lH)-one (300 mg, 1.676 mmol) (CAS 87486-33-7), tetramethyltin (0.256 mL, 1.844 mmol) and tetrakis(triphenylphosphine)palladium(0) (48.4 mg, 0.042 mmol) in DMF (2 mL) in a Biotage microwave vial was sealed with a Teflon-lined septa cap. The vial was evacuated under vacuum and backfilled with nitrogen gas, using a needle from a vacuum manifold. The procedure repeated and the nitrogen line removed. The vial was heated in a Biotage microwave at 150 C for 20 min. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (50 mL) and washed with aqueous 10% NaF solution (2×10 mL) and saturated aqueous NaCl solution (1×10 mL), dried (Na2S04), filtered and concentrated. The crude product was dissolved in a small amount of DCM and charged to a 10 g ISCO silica gel column, placed on a Teledyne ISCO system and eluted over a 20 min gradient using 0%-100% hexanes/ethyl acetate eluent to afford 5- chloro-l,3-dimethylpyrazin-2(lH)-one (170 mg, 1.072 mmol, 64.0 % yield). LCMS MH+: 159.0. HPLC Ret. Time 0.52 min. Method Bl. NMR (400 MHz, CHLOROFORM-d) delta 7.13 (bm, 1H), 3.52 (s, 3H), 2.48 (d, J=0.6 Hz, 3H). Fragment 21 : 6-Chloro-2,4,5-trimethylpyridazin-3(2H)-one

The synthetic route of 3,5-Dichloro-1-methylpyrazin-2(1H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; WHITELEY, Brian K.; GILMORE, John L.; (192 pag.)WO2019/28302; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 87486-33-7, name is 3,5-Dichloro-1-methylpyrazin-2(1H)-one, molecular formula is C5H4Cl2N2O, 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. Safety of 3,5-Dichloro-1-methylpyrazin-2(1H)-one

EXAMPLE 2 3-Amino-5-chloro-1-methyl-2(1H)-pyrazinone A solution of 3,5-dichloro-1-methyl-2(1H)-pyrazinone (7.16 g, 0.040 mol) in dioxane (120 mL) was treated with a concentrated aqueous solution of ammonia (28%, 16 mL, 0.24 mol). After stirring at room temperature for three days a suspension of solid had formed. The solid was collected, rinsed with a little water, ether, and hexanes and air dried. The product, 3-amino-5-chloro-1-methyl-2(1H)-pyrazinone, was obtained as a white crystalline powder (4.81 g) melting above 250 C. PMR (DMSO-d6, 200 MHz): delta 7.16 (broad s, 2H, NH2); 6.99 (s, 1H, Het-H); 3.34 (s, 3H, N–CH3). IR (Nujol mull): 3310 (w, NH); 3170 (w, NH); 1660 (s, C=O) cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 87486-33-7, its application will become more common.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4802908; (1989); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 87486-33-7, These common heterocyclic compound, 87486-33-7, name is 3,5-Dichloro-1-methylpyrazin-2(1H)-one, 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: 6?-Chloro-4?-methyl-4-(2-trifluoromethyl-benzoyl)-3,4,5,6-tetrahydro-2H,4?H-[1,2?]bipyrazinyl-3?-one (1)[0262][0263]Compound 1 is prepared according to synthesis method 1: 1.76 g (5.97 mmoles) of derivative 1 h and 1.13 g (6.31 mmoles) of pyrazinone 4c are placed in 3 ml of butanol-1 in the presence of 4 ml (27.9 mmoles) of NEt3. This mixture is stirred at 120 C. for 24 hours. After concentrating the reaction medium to dryness, the residue obtained is taken up with AcOEt and washed with water and with a saturated NaCl solution. After drying on MgSO4, the organic phase is concentrated to dryness. The residue obtained is purified by silica flash chromatography (CH2Cl2-AcOEt gradient: 100-0 to 90-10). 0.86 g of beige solid is isolated (yield: 36%).[0264]TLC silica gel 60 F 254 Merck, CH2Cl2-MeOH: 95-5, Rf=0.71.[0265]F=162 C.[0266]1H NMR (CDCl3) ppm: 3.28 (t, 2H, J=5.18 Hz), 3.44 (s, 3H), 3.67-3.88 (m, 3H), 3.93-4.09 (m, 3H), 6.73 (s, 1H), 7.35 (d, 1H, J=7.6 Hz), 7.54 (t, 1H, J=7.6 Hz), 7.62 (t, 1H, J=7.6 Hz), 7.73 (d, 1H J=8 Hz).[0267]MS (+ESI) m/z 401 (MH+)

Statistics shows that 3,5-Dichloro-1-methylpyrazin-2(1H)-one is playing an increasingly important role. we look forward to future research findings about 87486-33-7.

Reference:
Patent; PIERRE FABRE MEDICAMENT; Leroy, Isabelle; Dupont-Passelaigue, Elisabeth; Mialhe, Samuel; Junquero, Didier; Valeille, Karine; US2013/40928; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 87486-33-7, name is 3,5-Dichloro-1-methylpyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Computed Properties of C5H4Cl2N2O

bl .2) Compound (3) A solution of compound (2) (40 g, 223 mmol) and 2-butynedioic acid dimethyl ester (950 g, 670 mmol) in xylene (400 ml) was heated at 145C overnight. The mixture was allowed to cool to r.t.. The reaction mixture was filtered to afford compound (3) (29.5 g, 50.8% yield). LC-MS (ESI+): m/e 260 (M+H)+, Rt: 1.50 min; 1H- NMR(DMSO-Patent; ABBVIE DEUTSCHLAND GMBH & CO. KG; ABBVIE INC.; GENESTE, Herve; OCHSE, Michael; DRESCHER, Karla; BEHL, Berthold; LAPLANCHE, Loic; DINGES, Juergen; JAKOB, Clarissa; WO2014/140184; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem