Bromomethylcyclopropane → Ethyl 5-(cyclopropylmethoxy)-3-fluoropyridine-2-carboxylate

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.Br[CH2:15][CH:16]1[CH2:18][CH2:17]1>>[CH:16]1([CH2:15][O:8][C:6]2[CH:7]=[C:2]([F:1])[C:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N:4][CH:5]=2)[CH2:18][CH2:17]1

Participants

Reactant 2

HCID 81503Bromomethylcyclopropane

HCID 86731382Ethyl 3-fluoro-5-hydroxypicolinate

Product 1

HCID 86731393Ethyl 5-(cyclopropylmethoxy)-3-fluoropyridine-2-carboxylate

Procedure

Using ethyl 3-fluoro-5-hydroxypyridine-2-carboxylate and (bromomethyl)cyclopropane, and in the same manner as in Example 5, the title compound was obtained.

Sources & evidence

ORD record: ord-30eb75382c7c46caa0b1c5db1ba203a2
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133129B2

Reaction notes

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