HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenemethanamine, 4-amino-N,N-dimethyl- → 6-chloro-N-{4-[(dimethylamino)methyl]phenyl}-3-(methylsulfonyl)-1,5-naphthyridin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanamine, 4-amino-N,N-dimethyl- | HCID 308051 | — |
| Reactant | 2,8-Dichloro-7-(methylsulfonyl)-1,5-naphthyridine | HCID 117773033 | — |
| Product | 6-chloro-N-{4-[(dimethylamino)methyl]phenyl}-3-(methylsulfonyl)-1,5-naphthyridin-4-amine | HCID 117774067 | 80% |
Reaction Steps
Following general procedure I, 2,8-dichloro-7-(methylsulfonyl)-1,5-naphthyridine (150 mg, 0.53 mmol) was acted with 4-[(dimethylamino)methyl]aniline (120 mg, 0.80 mmol) to afford the desired product (150 mg, 80%) as a yellow solid: 1H NMR (500 MHz, CDCl3) δ 9.05 (s, 1H), 8.95 (s, 1H), 8.18 (d, J=8.8 Hz, 1H), 7.52 (d, J=8.7 Hz, 1H), 7.34-7.27 (m, 2H), 7.12-7.04 (m, 2H), 3.49 (s, 2H), 3.17 (s, 3H), 2.30 (s, 6H); ESI MS m/z 391 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067937B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-761fb931b2024709bd112a5a5fdcbf2b |
| Source note | uspto-grants-2015_06 |