HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylene Glycol Monomethyl Ether → (7S,8R,9R)-8-Hydroxy-7-[2-(2-methoxyethoxy)ethoxy]-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylene Glycol Monomethyl Ether | HCID 8134 | — |
| Reactant | (7R,8R,9R)-2,3-dimethyl-7,8-dihydroxy-9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine | HCID 10215014 | — |
| Product | (7S,8R,9R)-8-Hydroxy-7-[2-(2-methoxyethoxy)ethoxy]-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine | HCID 10194462 | — |
Reaction Steps
350 mg of the title compound are obtained by column chromatographic purification on silica gel (eluent: diethyl ether/2-propanol=10/1) of the crude product from the above reaction of (7R,8R,9R)-7,8-dihydroxy-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine with 2-(2-methoxyethoxy)ethanol. 1H-NMR (200 MHz, DMSO): δ=2.26 (s, 3H), 2.33 (s, 3H), 3.23 (s, 3H), 3.39–4.01 (m, 8H), 3.59–3.69 (m, 2H), 4.25–4.26 (d, 1H), 4.45–4.50 (m, 1H), 4.64–4.68 (d, 1 OH), 5.94–5.95 (d, 1 NH), 6.76–6.79 (d, 1H), 7.24–7.44 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141567B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9f395e490a5c4153a743535678468f98 |
| Source note | uspto-grants-2006_11 |