HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-(6-Methoxypyridin-3-yl)-1,3-benzothiazol-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | 2-(6-Fluoropyridin-3-yl)-6-methoxy-1,3-benzothiazole | HCID 24803722 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(6-Methoxypyridin-3-yl)-1,3-benzothiazol-6-amine | HCID 24803565 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 2-(6-fluoropyridin-3-yl)-6-methoxy-1,3-benzothiazole (0.10 g, 0.38 mmol) and 3-(aminomethyl)pyridine (1.0 mL, 9.5 mmol) in ethanol (4 mL) was heated at 100° C. for 9 minutes in a microwave reactor. The mixture was diluted with water, then cooled to r.t. and the formed precipitate was collected by filtration and dried. The crude product was purified by prep. HPLC to give the title compound (71 mg) as a solid. 1H NMR (CHLOROFORM-d) δ 8.75 (d, 1H) 8.66 (d, 1H) 8.56 (dd, 1H) 8.11 (dd, 1H) 7.89 (d, 1H) 7.66-7.76 (m, 1H) 7.34 (d, 1H) 7.26-7.31 (m, 2H) 7.07 (dd, 1H) 6.50 (d, 1H) 5.18 (t, 1H) 4.67 (d, 2H) 3.90 (s, 3H); MS m/z (M+H) 348.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163928B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-409037e293694a51bae1d7e86cdffa6e |
| Source note | uspto-grants-2012_04 |