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CAS No. : | 38696-23-0 | MDL No. : | MFCD18410559 |
Formula : | C6H7BrN2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | N/A |
M.W : | 203.04 | Pubchem ID : | 51401365 |
Synonyms : |
|
TPSA :Topological Polar Surface Area | 35 | H-Bond Acceptor Count : | 3 |
XLogP3 : | 1.6 | H-Bond Donor Count : | 0 |
SP3 : | 0.33 | Rotatable Bond Count : | 1 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
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Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 105℃; for 2h;Inert atmosphere; | To a solution of 5-bromo-2-methoxy -4-methyl-pyrimidine (500 mg, 2.46 mmol, 1.00 equiv), 4, 4, 5, 5-tetramethyl-2-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)-l, 3, 2- dioxaborolane (813 mg, 3.20 mmol, 1.30 equiv) and potassium acetate (483 mg, 4.93 mmol, 2.00 equiv) in dioxane (5.00 mL) was added Pd(dppf)Cl2 (180 mg, 246 pmol, 0.10 equiv) under nitrogen. The resultant mixture was stirred at 105 C for 2 h. The mixture was concentrated in vacuo to give the crude material, which was purified by column chromatography (petroleum ether/ethyl acetate, 1/0 to 1 : 1) to afford 2-methoxy-4-methyl-5-(4, 4, 5, 5-tetramethyl-l, 3, 2- dioxaborolan-2-yl)pyrimidine (150 mg, 539 pmol, 21.9% yield, 90.0% purity) as a red oil. 1H NMR (400MHz, MeOD) d = 8.69 (s, 1H), 4.03 (s, 3H), 2.65 (s, 3H), 1.38 (s, 12H). |
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