4-Chloroquinoline → 4-quinolinepropanoic acid

HRID 220266Notes

Reaction equation

HRID 220266 reaction equation
FC(F)(F)C(O)=O.[N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:10][CH:9]=1.ClC1C2C(=CC=CC=2)N=CC=1.C1C2C(=CC=CC=2)C(CCC(O)=O)=CN=1>>[N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 691404-ChloroquinolineHCID 22376520HCID 22376520, compoundHCID 68414407HCID 68414407, compound

Product 1

HCID 2647364-quinolinepropanoic acid

Procedure

Prepared as 3-quinolin-4-yl-propionic acid trifluoroacetic acid salt from 4-chloroquinoline in analogy to the methods described for 3-isoquinolin-4-yl-propionic acid using the conditions described in J. Org. Chem. 2003, 68(18), 7077-7084, in the Heck reaction.

Workup

  1. custom2003, 68(18), 7077-7084, in the Heck reaction

Sources & evidence

ORD record
ord-004f194c29fb4551bd7ae66c5f11e797
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Reaction notes

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