1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide → HCID 20183631, compound

HRID 2060740Notes

Reaction equation

[OH:1][CH:2]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:3]1[CH:4]=[C:5]([C:14]([OH:16])=[O:15])[C:6](=[O:13])[N:7]2[C:12]=1[CH:11]=[CH:10][CH:9]=[CH:8]2.OI1(=O)C2C=CC=CC=2C(=O)O1>CC#N>[C:2]([C:3]1[CH:4]=[C:5]([C:14]([OH:16])=[O:15])[C:6](=[O:13])[N:7]2[C:12]=1[CH:11]=[CH:10][CH:9]=[CH:8]2)(=[O:1])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Conditions

Temperature: 75 °C

Procedure

To a solution of 1-[hydroxy(phenyl)methyl]-4-oxo-4H-quinolizine-3-carboxylic acid (0.142 g, 0.508 mmol) in 3 mL CH3CN was added 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (0.075 g, 0.254 mmol). The mixture was heated to 75° C. for 3 h, cooled to rt, and concentrated in vacuo. The resultant residue was subjected to purification via reverse phase HPLC to yield the title compound that gave a mass ion (ES+) of 294.2 for M+H+.

Workup

temperaturecooled to rt
concentrationconcentrated in vacuo
customThe resultant residue was subjected to purification via reverse phase HPLC

Sources & evidence

ORD record: ord-8e495a859b59461da3b2f71151dac62a
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08278453B2

Reaction notes

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