7-methoxy-2-methylquinoline-3-carboxylic acid → 3-Quinolinecarboxylicacid,7-hydroxy-2-methyl-(6CI)

HRID 1748379Notes

Reaction equation

C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:14]([OH:16])=[O:15])[C:9]([CH3:13])=[N:10]2)=[CH:5][CH:4]=1>Br>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:14]([OH:16])=[O:15])[C:9]([CH3:13])=[N:10]2)=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 105 °C

Procedure

7-Methoxy-2-methylquinoline-3-carboxylic acid (100 mg, 0.46 mmol) was suspended in HBr (aq.) (48%, 5 ml) and heated at 105° C. overnight. The reaction was cooled to ambient temperature. The precipitate was collected by filtration and dried under high vacuum to afford the title compound as a yellow solid (86 mg, 91%).

Workup

temperatureThe reaction was cooled to ambient temperature
filtrationThe precipitate was collected by filtration
customdried under high vacuum

Sources & evidence

ORD record: ord-9d1af60f77c0420b91dbcee878962b7f
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150572B2

Reaction notes

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