Reaktion #565374

Reaktionsgleichung

5-[2-(3-Nitrophenylamino)-5-methyl-pyrimidin-4-yl]-4-cyclohexyl-2-methylsulfanyl-thiophene-3-carbonitrile

EtOAc

→

amine

5-[2-(3-Aminophenylamino)-5-methyl-pyrimidin-4-yl]-4-cyclohexyl-2-methylsulfanyl-thiophene-3-carbonitrile

Lösungsmittel

methanol

—

hexanes

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeresulting in complete conversion to product
2. 2
   FiltrationThe reaction was filtered through celite and
3. 3
   Einengenconcentrated in vacuo

Vorschrift

A suspension of 5-[2-(3-Nitrophenylamino)-5-methyl-pyrimidin-4-yl]-4-cyclohexyl-2-methylsulfanyl-thiophene-3-carbonitrile (0.187 g, 402 umol) and 10% palladium on carbon in methanol was stirred under a hydrogen atmosphere overnight resulting in complete conversion to product as determined by TLC (40% EtOAc:hexanes). The reaction was filtered through celite and concentrated in vacuo to afford the desired amine V-8 (0.186 g, 426 umol) in quantitative yield. 1NMR (CDCl3) δ1.0-1.1(m, 10H), 2.1 (s, 3H), 2.6 (s, 3H), 6.2 (d, 1H), 6.8 (d, 1H), 6.9-7.0 (m, 3H) , 8.2 (s, 1H).

Quelle