Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of 6-Bromoquinoxaline Purity: 98% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of 6-Bromoquinoxaline

CAS No. :	50998-17-9
Formula :	C₈H₅BrN₂
M.W :	209.04
SMILES Code :	BrC1=CC=C2N=CC=NC2=C1
MDL No. :	MFCD00837757
InChI Key :	NOYFLUFQGFNMRB-UHFFFAOYSA-N
Pubchem ID :	610939

Safety of 6-Bromoquinoxaline

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P305+P351+P338

Application In Synthesis of 6-Bromoquinoxaline

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 50998-17-9 ]
Downstream synthetic route of [ 50998-17-9 ]

[ 50998-17-9 ] Synthesis Path-Upstream 1~7

1
[ 50998-17-9 ]
[ 97674-02-7 ]
[ 83570-42-7 ]

References: [1] Patent: US2005/256309, 2005, A1, . Location in patent: Page/Page column 35.
[2] Patent: US2005/272736, 2005, A1, . Location in patent: Page/Page column 35.
[3] Patent: WO2016/30443, 2016, A1, . Location in patent: Page/Page column 80.
[4] Patent: WO2017/144633, 2017, A1, . Location in patent: Page/Page column 95.
[5] Patent: WO2017/144639, 2017, A1, . Location in patent: Page/Page column 80.

2
[ 50998-17-9 ]
[ 83570-42-7 ]

Yield	Reaction Conditions	Operation in experiment
45%	With bis-triphenylphosphine-palladium(II) chloride In toluene at 20 - 90℃;	To a degassed stirred solution of 6-bromo quinoxaline (2.0 g, 9.50 mmol) in toluene (20 mL), 1- ethoxy vinyl tributyltin (3.8 g, 10.5 mmol) followed by Pd(PPh₃)₂CI₂ (0.67 g, 0.95 mmol) were added at RT and stirred at 90 °C overnight. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT, filtered through celite and the obtained filtrate was evaporated under vacuum. To the resulting crude mixture, 6 N HCI solution (20 mL) was added and the mixture was stirred at RT for 1 h. The solution was neutralized with sat. NaHC0₃ and the aqueous layer was extracted with DCM (2 x 100 mL). The combined organic layer was dried over Na₂S0₄ and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, eluent: 30percent EtOAc in hexane) to afford the title compound. Yield: 45percent (800 mg, brown solid). ¹H NMR (400 MHz, DMSO-tf₆): δ 9.06-9.04 (m, 2H), 8.70 (d, J = 2.4 Hz, 1 H), 8.28 (dd, J = 8.8, 2.8 Hz, 1 H), 8.16 (d, J = 8.4 Hz, 1 H), 2.97 (s, 3H). LCMS: (Method A) 173 (M+H), Rt. 2.2 min, 99.1 percent (Max).

References: [1] Patent: WO2019/37860, 2019, A1, . Location in patent: Page/Page column 68.

3
[ 3476-89-9 ]
[ 91-19-0 ]
[ 50998-17-9 ]
[ 76982-23-5 ]

Yield	Reaction Conditions	Operation in experiment
35%	With bromine In acetonitrile for 2.5 h; Reflux; Inert atmosphere	General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or ¹H NMR spectroscopy. After the desired time, the resulting reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure. The mixture was diluted with a saturated solution of sodium carbonate (10mL) and the mixture was extracted with ethyl acetate (2×25mL). Combined organic layers were washed with water, dried over Na₂SO₄ and concentrated. The crude was purified appropriate method described in below.

References: [1] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.

4
[ 34413-35-9 ]
[ 50998-17-9 ]
[ 76982-23-5 ]

References: [1] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.
[2] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.

5
[ 2423-66-7 ]
[ 50998-17-9 ]
[ 76982-23-5 ]

References: [1] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.
[2] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.

6
[ 528852-07-5 ]
[ 50998-17-9 ]
[ 76982-23-5 ]

References: [1] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.

7
[ 91-19-0 ]
[ 50998-17-9 ]
[ 76982-23-5 ]

References: [1] Tetrahedron, 2017, vol. 73, # 12, p. 1618 - 1632.

[ 50998-17-9 ] Synthesis Path-Downstream 1~22

1
[ 50998-17-9 ]
[ 476620-22-1 ]
[ 1225280-35-2 ]

Yield	Reaction Conditions	Operation in experiment
47%	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 120℃; for 1.0h;Sealed tube; Microwave irradiation;	EXAMPLE 1276-[3-(lH-Pyrazol-l-yl)phenyl]quinoxaline6-Bromoquinoxaline (100 mg, 0.48 mmol), 3-(lH-pyrazol-l-yl)phenylboronic acid (108 mg, 0.57 mmol), Na2CO3 (0.15 g, 1.44 mmol), Pd(PPh3)4 (55 mg, 0.048 mmol), water (2 mL) and DME (6 mL) were combined in a sealed tube and heated under microwave irradiation to 12O0C for 1 h. The reaction mixture was concentrated to dryness and purified by preparative EtaPLC to give the title compound (62.1 mg, 47%) as a pale yellow solid. deltaEta (CDCl3) 8.89 (IH, d, J 1.84 Hz), 8.86 (IH, d, J 1.84 Hz), 8.38 (IH, d, J2.05 Hz), 8.20 (IH, d, J8.74 Hz), 8.15-8.09 (2H, m), 8.03 (IH, d, J2.51 Hz), 7.78 (IH, d, J 1.76 Hz), 7.75 (IH, ddd, J8.00, 2.25, 1.14 Hz), 7.69-7.66 (IH, m), 7.63-7.55 (IH, m), 6.52 (IH, dd, J2.50, 1.78 Hz). LCMS (ES+) 273 (M+H)+, 15.14 minutes {Method 4).

References: [1]Patent: WO2010/52448,2010,A2 .Location in patent: Page/Page column 110.

2
[ 50998-17-9 ]
[ 7467-91-6 ]

References: [1]Journal of Organic Chemistry,2014,vol. 79,p. 5351 - 5358.
[2]Journal of the American Chemical Society,2016,vol. 138,p. 13493 - 13496.
[3]Organic Letters,2017,vol. 19,p. 3033 - 3036.
[4]ChemCatChem,2019.

3
[ 50998-17-9 ]
[ 452972-11-1 ]
6-(2-chloropyridin-3-yl)quinoxaline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; water; at 90℃; for 12h;Inert atmosphere;	To a stirred solution of compound 1A (0.2 g, 0.79 mmol) and 2-methoxy-6-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine lB (0. 24 g, 1.02 mmol) in 1,4-dioxane (10 mL)/H20 (2 mL) was added K3P04 (0.5 g, 2.36 mmol). The reaction mixture was degassed for 3 mm. and then to it was added the PdC12(dppf)-CH2C12 adduct (0.032 g, 0.03 9 mmol), and the resultant mixture was heated at 100 C for 12 h. The reaction mixture was then filtered through a Celite pad, the filter cake washed with ethyl acetate and the combined filtrate evaporated under reduced pressure to give the cmde compound, which was purified by preparative HPLC (condition N) to yield 6-(6?-methoxy-[2,2?-bipyridinj -3-yl)imidazo [1,2- ajpyridine-3-carbonitrile 17 (0.2 mg, 0.054 mmol, 68.5 % yield). Compound 20B was synthesized by reacting 20A and 2-chloro-3-(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)pyridine (reference: WO 2015157093 Al, WO 2015044172 Al and WO 2014055955 Al) employing the experimental procedure described in Scheme-5 (Method E). The cmde product was purified by silica gel chromatography (40 g RediSep column, eluting with 50 % ethyl acetate in petroleum ether) to yield compound 20B (2.32 g, 9.610 . +mmol, 67.0 /o yield) as alight yellow solid. LCMS: m/z = 242.0 [M+Hj ; ret. time 1.66 mm; condition C.

References: [1]Patent: WO2016/133838,2016,A1 .Location in patent: Paragraph 0213; 0332.

4
[ 34413-35-9 ]
[ 50998-17-9 ]
6,7-dibromoquinoxaline [ No CAS ]
5,7-dibromoquinoxaline [ No CAS ]
[ 148231-12-3 ]

References: [1]Tetrahedron,2017,vol. 73,p. 1618 - 1632.
[2]Tetrahedron,2017,vol. 73,p. 1618 - 1632.

5
[ 34413-35-9 ]
[ 50998-17-9 ]
[ 1131040-38-4 ]
6,7-dibromoquinoxaline [ No CAS ]
5,7-dibromoquinoxaline [ No CAS ]
[ 148231-12-3 ]

References: [1]Tetrahedron,2017,vol. 73,p. 1618 - 1632.
[2]Tetrahedron,2017,vol. 73,p. 1618 - 1632.

6
[ 34413-35-9 ]
[ 50998-17-9 ]
6,7-dibromoquinoxaline [ No CAS ]
[ 148231-12-3 ]

References: [1]Tetrahedron,2017,vol. 73,p. 1618 - 1632.
[2]Tetrahedron,2017,vol. 73,p. 1618 - 1632.

7
[ 528852-07-5 ]
[ 50998-17-9 ]
6,7-dibromoquinoxaline [ No CAS ]
5,7-dibromoquinoxaline [ No CAS ]
[ 148231-12-3 ]