Reaktion #427503

ord-34cec331caf449b1985d8e1a8a81128d

Reaktionsgleichung

Nc1nc2cc(C=O)ccc2c2cccnc12
5-aminobenzo[f][1,7]naphthyridine-8-carbaldehyde
[Br-].c1ccc(C[P+](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
benzyltriphenylphosphonium bromide
Nc1nc2cc(CCc3ccccc3)ccc2c2cccnc12
8-Phenethylbenzo[f][1,7]naphthyridin-5-amine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigedescribed for Example 91 (wittig reaction) and Example 92 (reduction)

Vorschrift

8-Phenethylbenzo[f][1,7]naphthyridin-5-amine was prepared from 5-aminobenzo[f][1,7]naphthyridine-8-carbaldehyde (from Example 87) with benzyltriphenylphosphonium bromide following the procedures described for Example 91 (wittig reaction) and Example 92 (reduction). 1H NMR (acetone-d6): δ 8.99 (dd, 1H), 8.88 (dd, 1H), 8.35 (d, 1H), 7.83 (dd, 1H), 7.49 (d, 1H), 7.29-7.15 (dd, 6H), 6.70 (br s, 2H), 3.10-3.00 (m, 4H). LRMS [M+H]=300.1.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08895577B2uspto-grants-2014_11