Potassium Fluoride → HCID 58362358, compound

HRID 2361471Notes

Reaction equation

[N+]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[C:6]([C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)[CH:5]=1)([O-])=O.[F-:21].[K+]>>[F:21][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[C:6]([C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)[CH:5]=1

Participants

Reactant 2

HCID 522689Potassium Fluoride

HCID 58362584HCID 58362584, compound

Product 1

HCID 58362358HCID 58362358, compoundYield 42%

Procedure

4-(4-Fluoroquinolin-2-yl)aniline T492 was prepared by using general procedure M from 4-(4-Nitroquinolin-2-yl)aniline (6 mg, 0.02 mmol) and KF (26 mg, 0.45 mmol), The crude product was purified by silica chromatography to afford 4-(4-fluoroquinolin-2-yl)aniline as a yellow solid (2 mg, 42%). 1H NMR (400 MHz, CDCl3): δ 8.11 (m, 1H), 8.03 (m, 1H), 8.00 (m, 2H), 7.72 (m, 1H), 7.51 (m, 1H), 7.48 (d, J=11.6 Hz, 1H), 6.80 (m, 2H), 3.93 (br s, 2H); MS (ESI): 239 (M+H+).

Workup

custom4-(4-Fluoroquinolin-2-yl)aniline T492 was prepared
customThe crude product was purified by silica chromatography

Sources & evidence

ORD record: ord-6e06f207eb2542388d81543a073fb998
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691187B2

Reaction notes

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