Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86584330 | HCID 86584330 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 20745821 | HCID 20745821 | — |
Reaction Steps
A solution of 2-(4-chloro-2,6-dimethyl-phenoxy)-4-(1-methanesulfonyloxymethyl-propylamino)-6-methyl-nicotinic acid methyl ester in acetonitrile was treated with sodium iodide, ethylamine and triethylamine. The resulting mixture was heated to 70° C. overnight, then 85° C. for 6 hrs, then 100° C. overnight until tic showed no starting material. The resulting mixture was quenched with water and extracted with ethyl acetate. The organic layer was separated, dried, concentrated, and purified to give the title compound as an oil. 1H NMR(CDCl3) d 8.06(d, 1H), 7.02(s, 2H), 6.31(s, 1H), 3.88(s, 3H), 3.86(m,1H), 2.85(m, 4H), 2.12(s,3H), 2.07(s, 6H), 1.64(m, 1H), 1.60(m, 1H), 1.27(m, 3H), .99(t, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06833378B2 |
|---|
| Source dataset | uspto-grants-2004_12 |
|---|
| ORD ID | ord-9f30d151bece406aa93cb72da48fd7e1 |
|---|
| Source note | uspto-grants-2004_12 |
|---|