HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 16661007, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-(benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride | HCID 16061465 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Product | HCID 16661007 | HCID 16661007 | 75.2% |
Reaction Steps
3-(Benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine (prepared according to Example 1; 1.0 g, 2.66 mmol), MeLi (1.83 ml, 2.92 mmol), butyl lithium (1.17 ml, 2.92 mmol), and N,N-dimethylformamide (0.823 ml, 10.6 mmol) were reacted according to the method of Example 7 to provide the title compound (650 mg, 75.2% yield) as a pale yellow solid. 1H NMR (CDCl3) δ 9.91 (s, 1H), 8.88 (bs, 1H), 8.40 (d, 1H), 7.56 (d, 1H), 7.42 (m, 5H), 6.51 (m, 1H), 5.17 (s, 2H), 2.35 (s, 3H). Mass spectrum (apci) m/z=326.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933077B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-1e0fbe09b686463fbfb7d46855646016 |
| Source note | uspto-grants-2015_01 |