Reaktion #1186599
ord-91a568246161467dbcdc71c47c56a0f5
Reaktionsgleichung
(S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine
2-chloro-3,5-dimethylpyrazine
→
title compound
Ausbeute 72.0%
(3S)-N,N-dibenzyl-5-(3,5-dimethylpyrazin-2-yl)chroman-3-amine
Ausbeute 72.0%
Edukte
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Vorschrift
The title compound was synthesized as described for Intermediate example I-28 in 72% yield starting from (S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine and 2-chloro-3,5-dimethylpyrazine (1.2 equiv); 1H NMR (400 MHz, DMSO-d6) δ ppm 8.43 (s, 1 H), 7.24-7.31 (m, 8 H), 7.17-7.22 (m, 2 H), 7.11-7.17 (m, 1 H), 6.82 (dd, 1 H), 6.74 (dd, 1 H), 4.27-4.34 (m, 1 H), 4.07 (t, 1 H), 3.56-3.67 (m, 4 H), 2.95-3.05 (m, 1 H), 2.56-2.67 (m, 1 H), 2.54 (s, 3 H), 2.28-2.40 (m, 1 H), 2.24 (s, 3 H); MS (APPI/APCI) m/z 436[M+H+].