HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminopyridine-3-carboxamide → 2-(2-m-Tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminopyridine-3-carboxamide | HCID 506623 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | (2-m-Tolyl-ethoxy)-acetic acid methyl ester | HCID 67099145 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-m-Tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one | HCID 136127017 | — |
Reaction Steps
In analogy to example 91.3, 2-amino-nicotinamide and (2-m-tolyl-ethoxy)-acetic acid methyl ester (prepared from 2-m-tolyl-ethanol [1875-89-4] in analogy to example 91.1-91.2) reacted in the presence of LiHMDS in THF to yield after purification of the crude product with column chromatography (silica gel, EtOAc) and crystallization from EtOAc/heptane 2-(2-m-tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one as white solid. MS (m/e): 296.4 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572801B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-a84520a329a5472bb330af52d0a1ca7b |
| Source note | uspto-grants-2009_08 |