Reaktion #2021771

Reaktionsgleichung

4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[2-[[1-(phenylmethyl)-4-piperidinyl]amino]-1-methylpropyl]-3H-1,2,4-triazol-3-one

→

compound 63

4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[2-(4-piperidinylamino)-1-methylpropyl]-3H-1,2,4-triazol-3-one diisopropylether

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationAfter uptake of H2, the catalyst was filtered off
2. 2
   Sonstigethe filtrate was evaporated
3. 3
   SonstigeThe residue was purified over silica gel on a glass
4. 4
   Filtrationfilter (eluent: CH2Cl2/(CH3OH/NH3) 95/5 to 90/10)
5. 5
   SonstigeThe pure fractions were collected
6. 6
   Sonstigethe solvent was evaporated
7. 7
   SonstigeThe residue was triturated in DIPE
8. 8
   Filtrationfiltered off
9. 9
   Sonstigedried

Vorschrift

A mixture of [2S-[2α,4α(R*,S*)]]+[2S-[2α,4α(S*,R*)]]-4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[2-[[1-(phenylmethyl)-4-piperidinyl]amino]-1-methylpropyl]-3H-1,2,4-triazol-3-one (0.0046 mol) in methanol (100 ml) was hydrogenated at room temperature for 72 hours with Pd on activated carbon 10% (2 g) as a catalyst. After uptake of H2, the catalyst was filtered off and the filtrate was evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/(CH3OH/NH3) 95/5 to 90/10). The pure fractions were collected and the solvent was evaporated. The residue was triturated in DIPE, filtered off and dried, yielding 3 g (84%) of [2S-[2α,4α(R*,S*)]]-4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[2-(4-piperidinylamino)-1-methylpropyl]-3H-1,2,4-triazol-3-one diisopropylether(1:1) (compound 63).

Quelle