1590409-72-5|8-Bromo-5-methoxypyrido[3,4-b]pyrazine| Ambeed

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CAS No. :	1590409-72-5
Formula :	C₈H₆BrN₃O
M.W :	240.06
SMILES Code :	COC1=C(N=CC=N2)C2=C(Br)C=N1
MDL No. :	MFCD29058849

Yield	Reaction Conditions	Operation in experiment
100%	With sodium thioethylate In N,N-dimethyl-formamide at 60℃; for 1.5 h;	[0639] XII-4 (2.0 g, 8.4 mmol) and NaSEt (3.2 g, 38 mmol) was dissolved in DMF (30 mL), the mixture was stirred at 60° C. for 1.5 hrs. The reaction mixture was cooled to rt, diluted with water (30 mL) and acidified to pH=6-7 with conc. HCl. The precipitate was collected by filtration, washed with water and dried in vacuum to afford XII-5 (1.9 g, 100percent yield) as a brown solid. ¹H NMR (DMSO-d₆, 400 MHz) δ 8.84 (d, J=2.0 Hz, 1H), 8.57 (d, J=1.6 Hz, 1H), 7.95 (s, 1H).
100%	With sodium thioethylate In N,N-dimethyl-formamide at 60℃; for 1.5 h;	[0384] X-4 (2.0 g, 8.4 mmol) and NaSEt (3.2 g, 38 mmol) was dissolved in DMF (30 mL), the mixture was stuffed at 60°C for 1.5 hrs. The reaction mixture was cooled to rt, diluted with water (30 mL) and acidified to pH=6-’7 with conc. HC1. The precipitate was collected by filtration, washed with water and dried in vacuum to afford X-5 (1.9 g, 100percent yield) as a brown solid. ‘H NMR (DMSO-d6, 400 MHz) (58.84 (d, J= 2.0 Hz, 1H), 8.57 (d, J= 1.6 Hz, 1H), 7.95 (s, 1H).

Yield	Reaction Conditions	Operation in experiment
89%	In methanol; at 50℃; for 0.5h;	[0383] XII-3 (5.0 g, 17.3 mmol) and NaOMe (1.4 g, 26 mmol) were dissolved in MeOH(60 mL), and then the mixture was stirred at 60C for 0.5 h. Removed the solvent, diluted withEtOAc (100 mL), washed with brine, dried over Na2SO4 and concentrated to give XII-4 (3.7 g, 89%yield) as a light yellow solid, which was used in next step without further purification. ?H NMR(CDC13, 300 MHz) (59.05 (d, J= 1.8 Hz, 1H), 8.88 (d, J= 1.8 Hz, 1H), 8.46 (s, 1H), 4.17 (s, 3H).
79.7%	In methanol; at 60℃; for 0.5h;Inert atmosphere;	In a 100 mL round bottom flask, under nitrogen, 5,8-Dibromo-pyrido[3,4-b]pyrazine (500.0 mg; 1.731 mmol) was dissolved in anhydrous methanol (50.0 ml). A 0.5M solution of sodium methoxide (5.2 ml; 2.596 mmol) in methanol was added to the beige solution. The beige suspension was heated to 60 C and the tan solution was stirred at 60 C for 30 min. The tan solution was cooled to room temperature, quenched with water (10 mL) and concentrated under reduced pressure. The residue was suspended in water (50 mL). The beige suspension was stirred at room temperature for 30 min. The beige solid was filtered, washed with water and dried under vacuo to obtain 331 mg of an beige solid as the title compound (331.0 mg; 79.7 %). MS:240 [M+H]+.

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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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Disposal
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CAS No.: 1590409-72-5

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CAS No.: 1590409-72-5

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed