HCID 17964845, compound → HCID 10389516, compound

HRID 1180267Notes

Reaction equation

HRID 1180267 reaction equation
[F:1][C:2]1[C:3]2[N:4]([CH:12]=[CH:13][N:14]=2)[CH:5]=[CH:6][C:7]=1[C:8]([OH:11])([CH3:10])[CH3:9].Br[C:16]1[CH:17]=[CH:18][C:19]([F:33])=[C:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=2[S:29]([CH3:32])(=[O:31])=[O:30])[CH:21]=1>>[F:33][C:19]1[CH:18]=[CH:17][C:16]([C:12]2[N:4]3[CH:5]=[CH:6][C:7]([C:8]([OH:11])([CH3:10])[CH3:9])=[C:2]([F:1])[C:3]3=[N:14][CH:13]=2)=[CH:21][C:20]=1[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=1[S:29]([CH3:32])(=[O:31])=[O:30]

Participants

3

Reactant 2

HCID 17964845HCID 17964845, compoundHCID 444087292-(8-Fluoroimidazo[1,2-a]pyridin-7-yl)propan-2-ol

Product 1

HCID 10389516HCID 10389516, compoundYield 33%

Procedure

2-(8-Fluoroimidazo[1,2-α]pyridin-7-yl)propan-2-ol was coupled to 5′-bromo-4,2′-difluoro-2-methanesulfonylbiphenyl as described in Example 6 to give 3-(2,4′-difluoro-2′-methanesulfonylbiphenyl-5-yl)-8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-α]pyridine as an off-white solid (149 mg, 33%): δH (400 MHz, d6-DMSO) 1.57 (6H, s), 3.11 (3H, s), 5.54 (1H, s), 7.20 (1H, t, J 7), 7.49 (1H, t, J 9), 7.65-7.79 (5H, m), 7.96 (1H, dd, J 9 and 3), 8.40 (1H, d, J 7); m/z (ES+) 461 [MH+].

Sources & evidence

ORD record
ord-467cc73473ec480caea819e97d0ac06e
Source dataset
uspto-grants-2007_10
Patent number
US07279580B2

Reaction notes

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