HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Difluoroethyl trifluoromethanesulfonate → 5-(2,2-Difluoro-ethoxy)-pyridine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Difluoroethyl trifluoromethanesulfonate | HCID 2774089 | — |
| Reactant | Methyl 5-hydroxypyridine-2-carboxylate | HCID 4715126 | — |
| Reactant | 5-(2,2-Difluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester | HCID 57827763 | — |
| Reactant | 5-(Cyclopropylmethoxy)pyridine-2-carboxylic acid | HCID 66691895 | — |
| Product | 5-(2,2-Difluoro-ethoxy)-pyridine-2-carboxylic acid | HCID 57475872 | — |
Reaction Steps
The 5-(2,2-difluoro-ethoxy)-pyridine-2-carboxylic acid was prepared in a reaction sequence analogous to that in example 60 for the preparation of the 5-cyclopropylmethoxy-pyridine-2-carboxylic acid: Alkylation of the 5-hydroxy-pyridine-2-carboxylic acid methyl ester with 2,2-difluoroethyl triflate and hydrolysis of the 5-(2,2-difluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester yielded the 5-(2,2-difluoro-ethoxy)-pyridine-2-carboxylic acid as an off-white solid. Mass (calculated) C8H7F2NO3 [203.143]; (found) [M+H]+=204.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188079B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-b20be17620aa41edb662b2798196c68f |
| Source note | uspto-grants-2012_05 |