5-Bromo-4-methyl-2-pyridinecarboxaldehyde
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5-Bromo-4-methyl-2-pyridinecarboxaldehyde
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CAS No:
886364-94-9
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Formula:
C7H6BrNO
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Chemical Name:
5-Bromo-4-methyl-2-pyridinecarboxaldehyde
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Synonyms:
5-Bromo-4-methylpicolinaldehyde;5-Bromo-4-methylpyridine-2-carbaldehyde;5-BROMO-4-METHYL-2-PYRIDINECARBOXALDEHYDE;5-BROMO-4-METHYL-PYRIDINE-2-CARBALDEHYDE;SCHEMBL2035997;CTK8C2358;KS-00000QJY;DTXSID60732158;ANW-68249;ZINC85223664
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CAS No:
5-Bromo-4-methyl-2-pyridinecarboxaldehyde Use and Manufacturing
To a solution of ethylene glycol (310 mg, 5.00 mmol, 280 pL, 2.00 equiv), 5-bromo-4- methyl-pyridine-2-carbaldehyde (500 mg, 2.50 mmol, 1.00 equiv) in toluene (20.0 mL) was added / oluenesul fonic acid (47.6 mg, 250 pmol, 0.10 equiv). The mixture was stirred at 110 C for 12 h and was subsequently concentrated in vacuo to give a residue. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate = 1/0 to 5: 1) to afford 5-bromo- 2-(l, 3-dioxolan-2-yl)-4-methylpyridine (320 mg, 1.24 mmol, 49.6% yield) as a colorless oil. 1H NMR (400MHz, CDCI3) d = 8.64 (s, 1H), 7.42 (s, 1H), 5.80 (s, 1H), 4.19 - 4.14 (m, 2H), 4.10 - 4.05 (m, 2H), 2.42 (s, 3H).To the solution of 5-bromo-4-methyl-pyridine-2-carbaldehyde (200 mg, l, 00mmol) in DCM (7.7 niL) at -78°C (diethylamino)sulfurtrifluoride (242 mg, 0.198 mL, 1.50 mmol) was added under nitrogen atmosphere. The reaction mixture was allowed to warm up to RT over 4h and stirred at RT overnight. The reaction mixture was quenched with 2 M aq. NaOH and extracted with DCM (3x). The combined organic layers were washed with brine, dried over Na2S04(s) and concentrated at 100 mbar. The resulting crude product (220 mg) was used directly in the next step.To a solution of
Computed Properties
Molecular Weight:200.03
XLogP3:1.7
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:198.96328
Monoisotopic Mass:198.96328
Topological Polar Surface Area:30
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Business licensed Certified factoryManufactory Supplier of 4-(Pentafluorothio)aniline,Pentafluoro,Pentafluorothio,Pentafluorosulfur,[4-(bromomethyl)phenyl]-pentafluoro-lambda6-sulfane,[4-(pentafluoro-sulfanyl)phenyl]acetic acidInquiryCAS No.: 886364-94-9Grade: Industrial GradeContent: 95%
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5-Bromo-4-methyl-2-pyridinecarboxaldehyde
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