Ethyl 6-Bromopicolinate → 6-Cyclobutylpicolinic acid

HRID 334049Notes

Reaction equation

HRID 334049 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8](Br)[N:7]=1)=[O:5])C.[Br-].[CH:14]1([Zn+])[CH2:17][CH2:16][CH2:15]1.C1(C2C(C(O)=O)=CC=CC=2)CCCC1>>[CH:14]1([C:8]2[N:7]=[C:6]([C:4]([OH:3])=[O:5])[CH:11]=[CH:10][CH:9]=2)[CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 3

HCID 2758810Ethyl 6-BromopicolinateHCID 227631552-Cyclopentylbenzoic acidHCID 178419766HCID 178419766, compound

Product 1

HCID 862775926-Cyclobutylpicolinic acid

Procedure

This intermediate was prepared from ethyl-6-bromo-2-pyridinecarboxylate and cyclobutylzinc bromide in two steps according to the preparation of 6-cyclopentyl-benzoic acid.

Sources & evidence

ORD record
ord-6fabd04117b74f7087888563332e47fc
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

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