2-(Trifluoromethyl)benzylamine → 6-[[2-(Trifluoromethyl)phenyl]methylamino]pyridine-3-carboxamide

HRID 303

Reaktionsgleichung

Reaktionsgleichung von HRID 303
NC(=O)c1ccc(Cl)nc1.NCc1ccccc1C(F)(F)F>CC(=O)O.CC(=O)O.CC(C)(C)[O-].COCCOC.[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>NC(=O)c1ccc(NCc2ccccc2C(F)(F)F)nc1

Komponenten

7

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a stirred solution of 6-chloronicotinamide (0.053 g, 0.34 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.021 g, 0.03 mmol), sodium 2-methylpropan-2-olate (0.065 g, 0.68 mmol) and diacetoxypalladium (7.60 mg, 0.03 mmol) in DME (1 mL) was added (2-(trifluoromethyl)phenyl)methanamine (0.095 mL, 0.68 mmol). The reaction mixture was subjected to microwave irradiation for 4h at 120 C. Only traces of product was observed. The crude product was dissolved in DMSO (2 mL) and purified using Fractionlynx I, (Xbridge Prep C18 5µm OBD 19x150 mm column), with 5 to 95% acetonitrile in 0.2% ammonia at pH 10. 6-(2-(trifluoromethyl)benzylamino)nicotinamide: 1.45 mg (1.5 %)

Quellen und Nachweise

ORD-Eintrag
ord-c7ac817750064edba47d3c6c786a7b69
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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