3-BROMOIMIDAZO[1,2-A]PYRIDINE
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![3-BROMOIMIDAZO[1,2-A]PYRIDINE structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/0818ac96527147679af90f2ad2c72543.png "3-BROMOIMIDAZO[1,2-A]PYRIDINE")
3-BROMOIMIDAZO[1,2-A]PYRIDINE
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CAS No:
4926-47-0
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Formula:
C7H5BrN2
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Chemical Name:
3-BROMOIMIDAZO[1,2-A]PYRIDINE
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Synonyms:
NSC305197;BUTTPARK9650-11;3-Bromopyrimidazole;3-BROMOIMIDAZO[1,2-A]PYRIDINE;IMidazo[1,2-a]pyridine,3-broMo-;3-Bromoimidazo[1,2-a]pyridine97%;3-Bromoimidazo[1,2-a]pyridine,95+%;Imidazo[1,2-a]pyridine,3-bromo-(7CI,8CI,9CI)
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CAS No:
Safety Information
IRRITANT
NONH for all modes of transport
20/21/22-22
22-36/37/39
T,Xi,Xn
P261-P305 + P351 + P338
H302-H315-H319-H335
|Warning|H302 (90.7%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-BROMOIMIDAZO[1,2-A]PYRIDINE Use and Manufacturing
To a solution of compound 1 (0.5 g, 1.86 mmol, 1 eq) in DMA (5 mL) was added compound 1A (365.83 mg, 1.86 mmol, 1 eq) and Cu2O (132.84 mg, 928.35 umol, 94.88 uL, 0.5 eq). The mixture was stirred at 140C for 12 h. LCMS showed the reaction was completed. The mixture was filtered to give crude product. The crude product was purified by prep-HPLC (column: Waters Xbridge Prep OBD C18 150*40 10u; mobile phase: [water (0.04%NH3H2O+10mM NH4HCO3)-ACN];B%: 15%-40%, 11min) to give compound 2 (100 mg, 259.46 umol, 13.97% yield) as a yellow solid. LCMS: RT = 1.922 min, MS cal.:385.4, [M+H] + = 386.1.A flask was charged with 4-(tetram ethyl- 1, 3, 2-di oxaborolan-2 -yl)-2- (trifluorom ethyl )benzaldehyde (900 mg, 3.00 mmol, 1.00 equiv), 3-bromoimidazo[l, 2-a]pyridine (886 mg, 4.50 mmol, 1.50 equiv), tetrakis(triphenylphosphine)palladium (173 mg, 0.151 mmol, 0.05 equiv), potassium carbonate (1.24 g, 8.97 mmol, 3.00 equiv), 1, 4-dioxane (10 mL), and water (10 mL) under nitrogen. The resulting solution was stirred overnight at 80 C and quenched with water (20 mL). The mixture was extracted with DCM (3 x 30 mL) and the organic layers were combined, washed with brine (3 x 30 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed to provide 740 mg (85% yield) of 4-(imidazo[l, 2-a]pyridin-3-yl)-2-(trifluoromethyl)benzaldehyde as a yellow solid. LCMS (ESI, m/z): 291 [M+H]+.
Computed Properties
Molecular Weight:197.03
XLogP3:2.8
Hydrogen Bond Acceptor Count:1
Exact Mass:195.96361
Monoisotopic Mass:195.96361
Topological Polar Surface Area:17.3
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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![China]()
CN
4 YRS
Business licensed Certified factoryManufactory Supplier of Active Pharm Ingredients,Chemical Catalyst,Pharmaceutical Intermediates,Flavors and Fragrances,Agrochemicals,Chemical Pesticides,Organic Intermediates,OLED IntermediatesInquiryCAS No.: 4926-47-0Grade: Pharmaceutical GradeContent: 99%
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