2,4-Difluorophenylboronic acid → HCID 10001033, compound

HRID 1180277Notes

Reaction equation

HRID 1180277 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].[F:23][C:24]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=1B(O)O>>[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:27]4[CH:26]=[CH:25][C:24]([F:23])=[CH:29][C:28]=4[F:30])[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 27343342,4-Difluorophenylboronic acidHCID 674866802-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol

Product 1

HCID 10001033HCID 10001033, compoundYield 2%

Procedure

2-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-α]pyridin-7-yl]-propan-2-ol and 2,4-difluorobenzeneboronic acid were coupled in the same way as in Example 30 to give 2-[8-fluoro-3-(2,2′,4′-trifluorobiphenyl-5-yl)-imidazo[1,2-α]pyridin-7-yl]propan-2-ol as an off-white solid (3 mg, 2%): δH (400 MHz, d6-DMSO) 1.56 (6H, s), 7.18-7.23 (2H, m), 7.34 (1H, t, J 8), 7.51 (1H, t, J 9), 7.61-7.69 (2H, m), 7.73-7.77 (2H, m), 8.36 (1H, dd, J 7 and 3); m/z (ES+) 401 [MH+].

Sources & evidence

ORD record
ord-9ee27eff430345968af08d15e9964375
Source dataset
uspto-grants-2007_10
Patent number
US07279580B2

Reaction notes

Loading…