HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Cyclopropylmethyl)triphenylphosphonium bromide → 8-(2-Cyclopropylethyl)benzo[f][1,7]naphthyridin-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Cyclopropylmethyl)triphenylphosphonium bromide | HCID 3084208 | — |
| Reactant | 5-Aminobenzo[f][1,7]naphthyridine-8-carbaldehyde | HCID 86652355 | — |
| Product | 8-(2-Cyclopropylethyl)benzo[f][1,7]naphthyridin-5-amine | HCID 58213788 | — |
Reaction Steps
8-(2-Cyclopropylethyl)benzo[f][1,7]naphthyridin-5-amine was prepared from 5-aminobenzo[f][1,7]naphthyridine-8-carbaldehyde (from Example 87) with (cyclopropylmethyl)triphenylphosphonium 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), 7.47 (d, 1H), 7.23 (dd, 1H), 6.64 (br s, 2H), 1.60 (q, 2H), 1.34-1.25 (m, 1H), 0.91-0.72 (m, 2H), 0.45-0.41 (m, 2H), 0.11-0.07 (m, 2H). LRMS [M+H]=264.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895577B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-527a1feb2c4b43f5acc4842748ff042b |
| Source note | uspto-grants-2014_11 |