((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonate → ethyl 5-(((1R)-2,2-difluorocyclopropyl)methoxy)-3-fluoropyridine-2-carboxylate

HRID 2277301Notes

Reaction equation

HRID 2277301 reaction equation
[F:1][C:2]1[C:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N:4][CH:5]=[C:6]([OH:8])[CH:7]=1.[N+](C1C=CC(S(O[CH2:27][C@H:28]2[CH2:30][C:29]2([F:32])[F:31])(=O)=O)=CC=1)([O-])=O>>[F:31][C:29]1([F:32])[CH2:30][C@@H:28]1[CH2:27][O:8][C:6]1[CH:7]=[C:2]([F:1])[C:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N:4][CH:5]=1

Participants

3

Reactant 2

HCID 86731320((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonateHCID 86731382Ethyl 3-fluoro-5-hydroxypicolinate

Product 1

HCID 86731383ethyl 5-(((1R)-2,2-difluorocyclopropyl)methoxy)-3-fluoropyridine-2-carboxylate

Procedure

Using ethyl 3-fluoro-5-hydroxypyridine-2-carboxylate and ((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonate, and in the same manner as in Example 5, the title compound was obtained.

Sources & evidence

ORD record
ord-1e327da9fda844d3b601a50adca45c0f
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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