7-Methylquinoline → HCID 21892120, compound

HRID 720422Notes

Reaction equation

[Br-].[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:22])[CH2:10][N+:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:21])[CH:19]=3)[CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.BrCC(C1C=CC(F)=CC=1)=O.CC1C=C2C([CH:39]=[CH:40][CH:41]=[N:42]2)=CC=1>>[C:41]([C:40]1[CH:39]=[C:10]([C:9](=[O:22])[C:6]2[CH:5]=[CH:4][C:3]([F:2])=[CH:8][CH:7]=2)[N:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:21])[CH:19]=3)[CH:14]=[CH:13][C:12]=12)#[N:42]

Participants

Reactant 3

HCID 119277-Methylquinoline

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-one

HCID 21892141HCID 21892141, compound

Product 1

HCID 21892120HCID 21892120, compound

Procedure

1-[2-(4-Fluoro-phenyl)-2-oxo-ethyl]-7-methyl-quinolinium bromide: The title compound was prepared from 2-bromo-(4-fluoro-phenyl) ethanone (0.352 g, 2.46 mmol) and 7-methyl-quinoline (0.71 g, 3.27 mmol), by a method similar to that described for the preparation of Example 1a, and yielded 0.741 g (84%). 1H NMR (DMSO-d6): 9.42 (dd, J=16.2, 5.7 Hz, 2H), 8.44 (d, J=8.4 Hz, 1H), 8.35 (s, 1H), 8.24 (m, 3H), 7.92 (d, J=8.4 Hz, 1H), 7.56 (m, 2H), 6.95 (s, 2H), 2.60 (s, 3H).

Workup

customthat described for the preparation of Example 1a
customyielded 0.741 g (84%)

Sources & evidence

ORD record: ord-d5e91233905241709d58e8039a92c8a2
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07135480B2

Reaction notes

Loading…