5-Bromo-N-phenylnicotinamide synthesis
- Product Name:5-Bromo-N-phenylnicotinamide
- CAS Number:313562-28-6
- Molecular formula:C12H9BrN2O
- Molecular Weight:277.12
20826-04-4
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313562-28-6
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Yield:313562-28-6 268 mg
Reaction Conditions:
with N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride in N,N-dimethyl-formamide at 20; for 3 h;
Steps:
12 Reference Example 12
Aniline (99 μl), WSC·HCl (209 mg), and HOBt·H2O (167 mg) were added to a DMF (5 ml) solution containing 5-bromonicotinic acid (200 mg), followed by stirring at room temperature for 3 hours.
A saturated aqueous ammonium chloride solution and ethyl acetate were added to the reaction mixture.
The organic layer was collected, washed with saturated saline, and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure.
Diisopropylether and hexane were added to the obtained residue, solid matter was collected by filtration, and a white solid of 5-bromo-N-phenylnicotinamide (268 mg) was thus obtained.
1H-NMR (DMSO-d6, 400MHz) δ:10.50 (s, 1H), 9.07 (d, 1H, J = 2.2Hz), 8.92 (d, 1H, J = 2.0Hz), 8.55 (dd, 1H, J = 2.0, 2.0Hz), 7.76 (d, 2H, J = 7.6Hz), 7.42-7.35 (m, 2H), 7.14 (t, 1H, J = 7.2Hz)
MS (ESI, m/z): 277, 279 (M+H), 275, 277 (M-H)
References:
EP2589592,2018,B1 Location in patent:Paragraph 0583; 0584
39620-02-5
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645 suppliers
$10.00/1g
313562-28-6
18 suppliers
$45.00/100mg