반응 #315398

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6-(4-formyl-phenoxy)-nicotinamide

6-(4-Formyl-phenoxy)-nicotinamide

compound

6-(4-Formyl-phenoxy)-nicotinamide

1-(4-fluoro-phenyl)-piperizine, bis hydrochloride salt

triethylamine

sodium borohydride

→

title compound

수율 21.4%

6-{4-[4-(4-Fluoro-phenyl)-piperazin-1-ylmethyl]-phenoxy}-nicotinamide

수율 21.4%

용매

methanol

반응 조건

후처리

1. 1
   workup.WAITAfter 1 d
2. 2
   농축concentrate
3. 3
   기타purify the residue by silica gel chromatography (25:1→4:1 methylene chloride:methanol)

실험 절차

Combine 6-(4-formyl-phenoxy)-nicotinamide (compound of example 332, step 1) (0.299 g, 1.23 mmol), 1-(4-fluoro-phenyl)-piperizine, bis hydrochloride salt (0.314 g, 1.24 mmol), triethylamine (0.36 mL, 2.58 mmol) in methanol (12 mL) and stir. After 23 h, add sodium borohydride (0.108 g, 2.85 mmol). After 1 d, concentrate and purify the residue by silica gel chromatography (25:1→4:1 methylene chloride:methanol) to provide 0.107 g (21%) of the title compound as a white solid: high resolution mass spectrum (electrospray): m/z calc for C23H24FN4O2 407.1883, found 407.1883; 1H NMR (methanol-d4): 8.67 (d, 1H, J=2.4 Hz), 8.30 (dd, 1H, J=2.4; 8.8 Hz), 7.52-7.47 (m, 2H), 7.20-7.15 (m, 2H), 7.05 (d, 1H, J=7.8 Hz), 7.01 (d, 1H, J=6.3 Hz), 3.66 (s, 2H), 3.21-3.16 (m, 4H), 2.74-2.68 (m, 4H).

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