[ CAS No. 81044-15-7 ] {[proInfo.proName]}

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Quality Control of [ 81044-15-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 81044-15-7 ]

SDS Specification

Alternatived Products of [ 81044-15-7 ]

Product Details of [ 81044-15-7 ]

CAS No. :	81044-15-7	MDL No. :	MFCD12401004
Formula :	C₈H₅BrN₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FLJZODPOGAZBNC-UHFFFAOYSA-N
M.W :	209.04	Pubchem ID :	12937134
Synonyms :

Safety of [ 81044-15-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 81044-15-7 ]

* 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.

Downstream synthetic route of [ 81044-15-7 ]

[ 81044-15-7 ] Synthesis Path-Downstream 1~11

1
[ 81044-15-7 ]
[ 81044-13-5 ]
[ 80935-81-5 ]

Yield	Reaction Conditions	Operation in experiment
1: 28% 2: 14%	With potassium amide; ferric nitrate In ammonia at -33℃; for 63h;

Reference： [1]Haak, Henk J. W. van den; Plas, Henk C. van der [Journal of Organic Chemistry, 1982, vol. 47, # 9, p. 1673 - 1677]

2
[ 80935-77-9 ]
[ 81044-15-7 ]

Yield	Reaction Conditions	Operation in experiment
71%	With phosphorus(V) oxybromide at 130 - 140℃; for 2h;
	Stage #1: 1,2-dihydro-2,6-naphthyridin-1-one With phosphorus(V) oxybromide for 2h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water at 0℃;	137.D D. A mixture of 2H-isoquinolin-1-one (3.46 g, 0.0238 mol) and 20 mL of phosphorous oxybromide is refluxed for 2 hours. The excess phosphorous oxybromide is evaporated off, the residue is treated with ice and neutralized by sodium bicarbonate. The combined solvent is dried and concentrated to dryness. The residue is purified by silica gel column chromatography with hexanes:EtOAc=2:1 as eluent to provide 1-bromo-[2,6]naphthyridine.

Reference： [1]Haak, Henk J. W. van den; Plas, Henk C. van der [Journal of Organic Chemistry, 1982, vol. 47, # 9, p. 1673 - 1677]
[2]Current Patent Assignee: JOHNSON & JOHNSON INC - US2006/116368, 2006, A1 Location in patent: Page/Page column 55

4
[ 81044-15-7 ]
[ 80935-81-5 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia In isopropyl alcohol at 120℃; for 8h;	137.E E. A mixture of 1-bromo-[2,6]naphthyridine (1.26 g, 6.03 mol) and 10 mL of 2.0 M ammonia in 2-propanol is heated to 120° C. for 8 h. Solvent is evaporated off to dryness. The residue is purified by silica gel column chromatography with EtOAc as eluent to provide [2,6]naphthyridin-1-ylamine.

Reference： [1]Current Patent Assignee: JOHNSON & JOHNSON INC - US2006/116368, 2006, A1 Location in patent: Page/Page column 55

5
[ 81044-15-7 ]
5-bromo-2,6-naphthyridine 2-oxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 25℃; for 16h;	54.A Step A: To a solution of 1-bromo-2,6-naphthyridine (1.60 g, 7.65 mmol, 1.00 equiv.) in dichloromethane (30.0 mL) was added metachloroperbenzoic acid (2.33 g, 11.5 mmol, 85.0% purity, 1.50 equiv.) at 0 °C. The resulting mixture was warmed to 25°C and stirred for 16 hours. The reaction mixture was diluted with water (50.0 mL) and extracted with dichloromethane (100 mL × 2). The combined organic layers were washed with saturated sodium bicarbonate in water (100 mL) then brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to 5-bromo-2,6-naphthyridine 2- oxide (1.40 g, 6.22 mmol, 81.3% yield) as a white solid which was used without further purification.

Reference： [1]Current Patent Assignee: MIRATI THERAPEUTICS, INC. - WO2020/219448, 2020, A1 Location in patent: Paragraph 0579

6
[ 81044-15-7 ]
1,5-dichloro-2,6-naphthyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 - 25 °C 2: trichlorophosphate / 16 h / 90 °C