HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → HCID 24825875, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Amino-4-methylthiazole | HCID 74143 | — |
| Reactant | HCID 57937566 | HCID 57937566 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 24825875 | HCID 24825875 | 54.6% |
Reaction Steps
Using the method of Example 3, Step B, 4-methylthiazol-2-amine (18.2 mL, 7.27 mmol), tert-butyl 4-(2-chloropyridin-4-yloxy)piperidine-1-carboxylate (2.50 g, 8.00 mmol), potassium phosphate (1.70 g, 8.00 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.166 g, 0.182 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.116 g, 0.200 mmol) were reacted in toluene (20 mL) and water (5 mL), to provide tert-butyl 4-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)piperidine-1-carboxylate (1.55 g, 54.1% yield) as white solid. 1H NMR (CDCl3) δ 8.14 (d, 1H), 6.44 (d, 1H), 6.36 (bs, 2H), 4.51 (m, 1H), 3.68 (m, 2H), 3.34 (m, 2H), 2.34 (d, 3H), 1.92 (m, 2H), 1.75 (m, 2H), 1.47 (s, 9H); Mass spectrum (apci) m/z=291 (100) (M+H-Boc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-a3b151ea3cfe463f853b06215e63e6c5 |
| Source note | uspto-grants-2011_09 |