HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-[2-(Dimethylamino)ethoxy]pyridin-3-amine → 6-Chloro-N-(6-(2-(dimethylamino)ethoxy)pyridin-3-yl)-3-(methylsulfonyl)-1,5-naphthyridin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-[2-(Dimethylamino)ethoxy]pyridin-3-amine | HCID 20691406 | — |
| Reactant | 2,8-Dichloro-7-(methylsulfonyl)-1,5-naphthyridine | HCID 117773033 | — |
| Product | 6-Chloro-N-(6-(2-(dimethylamino)ethoxy)pyridin-3-yl)-3-(methylsulfonyl)-1,5-naphthyridin-4-amine | HCID 117774220 | 70.2% |
Reaction Steps
Following general procedure I, 2,8-dichloro-7-(methylsulfonyl)-1,5-naphthyridine (150 mg, 0.54 mmol) was reacted with 6-[2-(dimethylamino)ethoxy]pyridin-3-amine (120 mg, 0.65 mmol) to afford the desired product (160 mg, 70%) as a light yellow solid; 1H NMR (500 MHz, CDCl3) δ 9.03 (s, 1H), 8.98 (s, 1H), 8.17 (d, J=8.8 Hz, 1H), 7.98 (d, J=2.8 Hz, 1H), 7.52 (d, J=8.8 Hz, 1H), 7.42 (dd, J=8.8, 2.8 Hz, 1H), 6.82 (d, J=8.8 Hz, 1H), 4.46 (t, J=5.5 Hz, 2H), 3.20 (s, 3H), 2.76 (t, J=5.6 Hz, 2H), 2.37 (s, 6H); ESI MS m/z 422 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09345709B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-cfa5b647fc714b9190a0ea92b2c3ca32 |
| Source note | uspto-grants-2016_05 |