(2-Methylquinolin-5-yl)boronic acid → HCID 10342592, compound

HRID 1180289Notes

Reaction equation

HRID 1180289 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:9]2[N:13]3[CH:14]=[CH:15][C:16]([C:19]([OH:22])([CH3:21])[CH3:20])=[C:17]([F:18])[C:12]3=[N:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:23][C:24]1[CH:33]=[CH:32][C:31]2[C:30](B(O)O)=[CH:29][CH:28]=[CH:27][C:26]=2[N:25]=1>>[F:18][C:17]1[C:12]2[N:13]([C:9]([C:4]3[CH:5]=[CH:6][C:7]([F:8])=[C:2]([C:30]4[CH:29]=[CH:28][CH:27]=[C:26]5[C:31]=4[CH:32]=[CH:33][C:24]([CH3:23])=[N:25]5)[CH:3]=3)=[CH:10][N:11]=2)[CH:14]=[CH:15][C:16]=1[C:19]([OH:22])([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 17964837(2-Methylquinolin-5-yl)boronic acidHCID 674866802-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol

Product 1

HCID 10342592HCID 10342592, compoundYield 4%

Procedure

2-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-α]pyridin-7-yl]-propan-2-ol and 2-methylquinoline-5-boronic acid were coupled in the same way as in Example 30 to give 2-{8-fluoro-3-[4-fluoro-3-(2-methylquinolin-5-yl)phenyl]imidazo[1,2-α]pyridin-7-yl}propan-2-ol as an off-white solid (5 mg, 4%): m/z (ES+) 430 [MH+].

Sources & evidence

ORD record
ord-29c1b837ba5541989b74af47a084b1d4
Source dataset
uspto-grants-2007_10
Patent number
US07279580B2

Reaction notes

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