Category: 100047-56-1

Sep-21 News Extended knowledge of 100047-56-1

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 100047-56-1, name is 5-Bromo-3-methylpyrazin-2-ol, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H5BrN2O

(ls,4s)-4-(l-Methylpiperidin-4-yloxy)cyclohexanol (1.2 g, 5.63 mmol) was dissolved inTHF (10 mL), 5-bromo-3-methylpyrazin-2-ol (1.170 g, 6.19 mmol) and triphenylphosphine (1.771 g, 6.75 mmol) were added, then cooled down in an ice -water bath. DIAD (1.329 ml, 6.75 mmol) was added dropwise under N2. The reaction mixture was slowly warmed to room temperature, stirred overnight, and concentrated. The residue was purified by preparative HPLC (15-80% CH3CN/H20 with 0.1 % TFA over 30 min) and column chromatography (5% methanol/ethyl acetate containing 1 % Et3N) to give the title compound (525 mg, 1.366 mmol, 24.3% yield). Exact mass calculated for Ci7H26BrN302: 383.1 , found: LCMS m/z = 384.2[M+H]+; lU NMR (400 MHz, CDC13) 5 ppm 1.45-1.62 (m, 4H), 1.65-1.75 (m, 2H), 1.91-2.05 (m, 4H), 2.05-2.15 (m, 2H), 2.39 (s, 3H), 2.36-2.42 (m, 2H), 2.42 (d, J = 0.7 Hz, 3H), 2.78-2.85 (m, 2H), 3.46-3.54 (m, 2H), 4.95-5.02 (m, 1H), 7.98 (d, J = 0.6 Hz, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Analyzing the synthesis route of 100047-56-1

The synthetic route of 100047-56-1 has been constantly updated, and we look forward to future research findings.

Application of 100047-56-1, A common heterocyclic compound, 100047-56-1, name is 5-Bromo-3-methylpyrazin-2-ol, molecular formula is C5H5BrN2O, 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 (lR,3s,5S)-tert-butyl 3-((ls,4S)-4-hydroxycyclohexyloxy)-8- azabicyclo[3.2.1]octane-8-carboxylate (100 mg, 0.307 mmol), 5-bromo-3-methylpyrazin-2-ol (69.69 mg, 0.369 mmol), triethylamine (42.83 mu?, 0.307 mmol) and triphenylphosphine (88.65 mg, 0.338 mmol) in THF (2 mL) at ice -water bath under nitrogen was added DIAD (0.123 mL, 0.369 mmol) dropwise. The reaction mixture was slowly warmed to room temperature and stirred overnight, then concentrated. The residue was purified by semi preparative HPLC (35- 95% CH3CN/H20 over 30 min) then neutralized to give the title compound (36 mg, 72.52 muiotaetaomicron?, 23.6% yield) as oil. Exact mass calculated for CzsI^Br^C^: 495.2, found LCMS m/z = 497.6 [M+H]+; ‘H NMR (CDC13 , 400 MHz) delta ppm 1.48 (s, 9H), 1.42-1.65 (m, 8H), 1.82-1.96 (m, 6H), 2.05-2.12 (m, 2H), 2.41 (d, = 0.6 Hz, 3H), 3.42-3.48 (m, 1H), 3.75-3.86 (m, 1H), 4.10- 4.30 (m, 2H), 4.92-5.00 (m, 1H), 7.97 (d, = 0.6 Hz, 1H).

The synthetic route of 100047-56-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extended knowledge of C5H5BrN2O

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 100047-56-1, name is 5-Bromo-3-methylpyrazin-2-ol, A new synthetic method of this compound is introduced below., Formula: C5H5BrN2O

(ls,4s)-4-(l-Methylpiperidin-4-yloxy)cyclohexanol (1.2 g, 5.63 mmol) was dissolved inTHF (10 mL), 5-bromo-3-methylpyrazin-2-ol (1.170 g, 6.19 mmol) and triphenylphosphine (1.771 g, 6.75 mmol) were added, then cooled down in an ice -water bath. DIAD (1.329 ml, 6.75 mmol) was added dropwise under N2. The reaction mixture was slowly warmed to room temperature, stirred overnight, and concentrated. The residue was purified by preparative HPLC (15-80% CH3CN/H20 with 0.1 % TFA over 30 min) and column chromatography (5% methanol/ethyl acetate containing 1 % Et3N) to give the title compound (525 mg, 1.366 mmol, 24.3% yield). Exact mass calculated for Ci7H26BrN302: 383.1 , found: LCMS m/z = 384.2[M+H]+; lU NMR (400 MHz, CDC13) 5 ppm 1.45-1.62 (m, 4H), 1.65-1.75 (m, 2H), 1.91-2.05 (m, 4H), 2.05-2.15 (m, 2H), 2.39 (s, 3H), 2.36-2.42 (m, 2H), 2.42 (d, J = 0.7 Hz, 3H), 2.78-2.85 (m, 2H), 3.46-3.54 (m, 2H), 4.95-5.02 (m, 1H), 7.98 (d, J = 0.6 Hz, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem