HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-(2-(2,2,2-Trifluoroethoxy)ethoxy)nicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 6-[2-(2,2,2-trifluoroethoxy)ethoxy]pyridine-3-carboxylate | HCID 66803048 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-(2-(2,2,2-Trifluoroethoxy)ethoxy)nicotinic acid | HCID 59354915 | 57% |
Reaction Steps
Methyl 6-[2-(2,2,2-trifluoroethoxy)ethoxy]pyridine-3-carboxylate (Intermediate 243, 0.453 g, 1.62 mmol) was dissolved in MeOH (5 mL), 2M aq. sodium hydroxide (1.62 mL, 3.24 mmol) was added and the mixture was stirred at room temperature for 1 h. The mixture was then concentrated under vacuum and acidified with 2M hydrochloric acid. The resultant precipitate was filtered off and dried under vacuum to afford the title compound as a white solid (0.245 g, 57%). 1H NMR (500 MHZ, MeOH-d4) δ ppm 8.79 (1H, d), 8.23 (1H, dd), 6.90 (1H, d), 4.55 (2H, dd), 4.03 (2H, q) and 4.01 (2H, dd).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895733B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-a48c2acc145247a0acfd9de77faf8318 |
| Source note | uspto-grants-2014_11 |