2-BROMO-5-METHYLPYRIMIDINE
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2-BROMO-5-METHYLPYRIMIDINE
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CAS No:
150010-20-1
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Formula:
C5H5BrN2
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Chemical Name:
2-BROMO-5-METHYLPYRIMIDINE
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Synonyms:
2-BROMO-5-METHYLPYRIMIDINE;Pyrimidine, 2-bromo-5-methyl-;2-bromo-5-methyl-pyrimidine;MFCD09753737;ACMC-20a0od;SCHEMBL1867413;2-?Bromo-?5-?methylpyrimidine;CTK0G9359;KS-00000DZP;DTXSID50671906
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CAS No:
2-BROMO-5-METHYLPYRIMIDINE Use and Manufacturing
To a mixture of compound 7-3 (80 mg, 0.24 mmol) and 2-bromo-5- methylpyrimidine (46 mg, 0 27 mmol ) in DMT (2 mL) was added potassium carbonate (67 mg, 0.48 mmol) and 18-crown-6 (64 mg, 0.24 mmol) and the mixture was stirred at 100 C for 16 hours. The mixture was diluted with EtOAc and washed with saturated aqueous NEUCl solution and brine, dried over anhydrous NarSCX filtered and concentrated to dryness. The residue was purified by chromatography on silica gel (eluted with PE: EtOAc 2: 1) to afford compound 7-4 (47 mg, yield 45.9 %) as a yellow solid. LC/MS (ESI) m/z: 423 (M+H)?.A flask was charged with trans-4-(tert-butyldimethylsiloxy)- 1 -buten- 1 -ylboronic acid pinacol ester (3.37 mL, 9.61 mmol), cesium carbonate (6.89 g, 21.13 mmol), triphenyiphosphine (1.01 g, 3.84 mmol), 2- bromo-5-methylpyrimidine (1.70 g, 9.80 mmol), ACN (60 mL), and water (15 mL). Argon was bubbled through the reaction mixture. Diacetoxypalladium (0.2 16 g, 0.96 mmol) was then added and Argon was bubbled through the reaction again. The mixture was then heated at 85 C for 16 h. Water was added to the mixture which was then extracted with EtOAc. The EtOAc layer was dried, concentrated, and purified by silica gel column chromatography with gradient hexanes/EtOAc solvent system to give (E)-2- (4-((tert-butyldimethylsilyl)oxy)but- 1-en-i -yl)-5-methylpyrimidine (Example 70.1, 2.3 g 86%) as a yellow oil. LCMS-ESI (pos.) m/z: 279.2 (M+H)t
Computed Properties
Molecular Weight:173.01
XLogP3:1.6
Hydrogen Bond Acceptor Count:2
Exact Mass:171.96361
Monoisotopic Mass:171.96361
Topological Polar Surface Area:25.8
Heavy Atom Count:8
Complexity:68.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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