HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 57898941, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| Reactant | HCID 86634725 | HCID 86634725 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57898941 | HCID 57898941 | 43% |
| Product | (Z)-methyl 3-(6-(4-methylthiazol-2-ylamino)-4-(naphthalen-1-yloxy)pyridin-3-yl)acrylate | HCID 57898985 | 14% |
Reaction Steps
Carbomethoxymethylene triphenylphosphorane (0.517 g, 1.55 mmol) was added to a solution of 6-(4-methylthiazol-2-ylamino)-4-(naphthalen-1-yloxy)nicotinaldehyde (0.430 g, 1.19 mmol) in THF (5 mL). The reaction mixture was stirred for 2 hours and then concentrated, and the residue was purified via MPLC (Biotage), eluting with 1:1 hexane:ethyl acetate to provide (Z)-methyl 3-(6-(4-methylthiazol-2-ylamino)-4-(naphthalen-1-yloxy)pyridin-3-yl)acrylate (0.072 g, 14% yield) and (E)-methyl 3-(6-(4-methylthiazol-2-ylamino)-4-(naphthalen-1-yloxy)pyridin-3-yl)acrylate (0.216 g, 43% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-16b4b316764543cd8a21f05b85cb7b51 |
| Source note | uspto-grants-2011_09 |