HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → HCID 24826749, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Amino-4-methylthiazole | HCID 74143 | — |
| Reactant | HCID 86634743 | HCID 86634743 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | HCID 24826749 | HCID 24826749 | 81.5% |
Reaction Steps
Using the method of Example 3, Step B, 4-methylthiazol-2-amine (0.600 g, 5.26 mmol), ethyl 4-fluoro-3-(2-chloropyridin-4-yloxy)benzoate (1.55 g, 5.26 mmol), potassium phosphate (1.23 g, 5.78 mmol), Pd2(dba)3 (0.120 g, 0.131 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.084 g, 0.131 mmol) were reacted to provide ethyl 4-fluoro-3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoate (1.60 g, 77% yield). 1H NMR (CDCl3) δ 10.16 (bs, 1H), 8.20 (d, 1H), 7.97 (m, 1H), 7.86 (dd, 1H), 7.26 (t, 1H), 6.48 (dd, 1H), 6.29 (d, 1H), 6.28 (d, 1H), 4.38 (q, 2H), 2.18 (s, 3H), 1.38 (t, 3H); Mass spectrum (esi) m/z 374 (100) (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-ad0b4ec878e84d11be7956d882a5b0d7 |
| Source note | uspto-grants-2011_09 |