5-Aminosalicylic Acid → HCID 9949494, compound

HRID 1509818Notes

Reaction equation

[NH2:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.[F:12][C:13]1[C:18]([CH2:19]Br)=[C:17]([F:21])[C:16]([F:22])=[C:15]([F:23])[C:14]=1[F:24]>>[F:12][C:13]1[C:18]([CH2:19][NH:1][C:2]2[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=2)=[C:17]([F:21])[C:16]([F:22])=[C:15]([F:23])[C:14]=1[F:24]

Participants

Reactant 2

HCID 40755-Aminosalicylic Acid

HCID 74484Pentafluorobenzyl bromide

Product 1

HCID 9949494HCID 9949494, compoundYield 60%

Procedure

By following the similar procedure in Synthesis Example 1 by using 5-aminosalicylic acid (500 mg, 3.26 mmole) and pentafluorobenzyl bromide (1.02 g, 3.92 mmole), 650 mg (60% yield) of 5-(pentafluorobenzyl)aminosalicylic acid was obtained as a white solid.:mp>190° C. (decompose).

Workup

customin Synthesis Example 1

Sources & evidence

ORD record: ord-24de5626b9994731955aae6708df4b27
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08211877B2

Reaction notes

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