2-Phenylpyrimidine-5-carboxaldehyde synthesis
- Product Name:2-Phenylpyrimidine-5-carboxaldehyde
- CAS Number:130161-46-5
- Molecular formula:C11H8N2O
- Molecular Weight:184.19
38696-20-7
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107-31-3
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130161-46-5
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Yield: 226 mg (34%)
Reaction Conditions:
with n-butyllithium in tetrahydrofuran;diethyl ether
Steps:
R.71 2-Phenyl-5-pyrimidinecarboxyaldehyde
REFERENCE EXAMPLE 71 2-Phenyl-5-pyrimidinecarboxyaldehyde To a solution of 5-bromo-2-phenylpyrimidine (850 mg, 3.65 mmol, prepared as described in Org. Lett. 2002, 4, 513) in THF (15 mL) at -100° C. was added dropwise n-BuLi (1.60 mL, 4.00 mmol, 2.5 M solution in hexanes). The reaction mixture was stirred at -100° C. for 15 min, and methyl formate (0.26 mL, 4.20 mmol) was added dropwise. The reaction mixture was stirred for an additional 15 min at -100° C., carefully quenched with a 1 M HCl solution in diethyl ether (4.50 mL, 4.50 mmol), warmed to room temperature, and concentrated in vacuo. The crude reaction mixture was partitioned between dichloromethane and sat. aq. NaHCO3, the organic layer dried with Na2SO4, and concentrated in vacuo. Purification by medium pressure liquid chromatography (SiO2, 4:1 hexanes/ethyl acetate) gave 226 mg (34%) of the title compound. MS 185 (M+H)+.
References:
Henninger, Todd C.;Macielag, Mark J.;Tennakoon, Manomi A.;Xu, Xiaodong US2003/220272, 2003, A1
886531-62-0
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130161-46-5
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$65.00/100mg
1670-14-0
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130161-46-5
82 suppliers
$65.00/100mg
18655-47-5
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1670-14-0
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130161-46-5
82 suppliers
$65.00/100mg
2009-81-6
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1670-14-0
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130161-46-5
82 suppliers
$65.00/100mg