Potassium Carbonate → 5-(2,2,3,3,3-Pentafluoro-propoxy)-pyridine-2-carboxylic acid methyl ester

HRID 517058

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][N:6]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+].[F:18][C:19]([F:33])([C:29]([F:32])([F:31])[F:30])[CH2:20]OS(C(F)(F)F)(=O)=O>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:20][C:19]([F:33])([F:18])[C:29]([F:32])([F:31])[F:30])=[CH:7][N:6]=1)=[O:4]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 27760192,2,3,3,3-Pentafluoropropyl trifluoromethanesulfonate

HCID 4715126Methyl 5-hydroxypyridine-2-carboxylate

Product 1

HCID 574758785-(2,2,3,3,3-Pentafluoro-propoxy)-pyridine-2-carboxylic acid methyl ester

Procedure

In a manner analogous to that described in example 24 a), the alkylation of the 5-hydroxy-pyridine-2-carboxylic acid methyl ester with potassium carbonate and trifluoro-methanesulphonic acid 2,2,3,3,3-pentafluoropropyl ester yielded the 5-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid methyl ester as a light yellow oil. MS (ISP): m/z=285 [M]+.

Sources & evidence

ORD record: ord-40b10e743e474a6b9505fdf91121d675
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115098B2

Linked notes

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