1-(5-Bromo-2-fluorophenyl)-1h-imidazole → 2-{8-Fluoro-3-[4-fluoro-(3-imidazol-1-yl)phenyl]imidazo[1,2-alpha]pyridin-7-yl}propan-2-ol

HRID 1180257Notes

Reaction equation

HRID 1180257 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:27])=[C:20]([N:22]2[CH:26]=[CH:25][N:24]=[CH:23]2)[CH:21]=1>>[F:1][C:2]1[C:3]2[N:4]([C:12]([C:16]3[CH:17]=[CH:18][C:19]([F:27])=[C:20]([N:22]4[CH:26]=[CH:25][N:24]=[CH:23]4)[CH:21]=3)=[CH:13][N:14]=2)[CH:5]=[CH:6][C:7]=1[C:8]([OH:11])([CH3:10])[CH3:9]

Participants

3

Reactant 2

HCID 223295071-(5-Bromo-2-fluorophenyl)-1h-imidazoleHCID 444087292-(8-Fluoroimidazo[1,2-a]pyridin-7-yl)propan-2-ol

Product 1

HCID 102475422-{8-Fluoro-3-[4-fluoro-(3-imidazol-1-yl)phenyl]imidazo[1,2-alpha]pyridin-7-yl}propan-2-olYield 24%

Procedure

2-(8-Fluoroimidazo[1,2-α]pyridin-7-yl)propan-2-ol was coupled to 1-(5-bromo-2-fluorophenyl)-1H-imidazole as described in Example 6 to give 2-{8-fluoro-3-[4-fluoro-(3-imidazol-1-yl)phenyl]imidazo[1,2-α]pyridin-7-yl}propan-2-ol as a pale yellow solid (83 mg, 24%): m/z (ES+) 355 [MH+].

Sources & evidence

ORD record
ord-634ae01970854101b23c2da0ec034182
Source dataset
uspto-grants-2007_10
Patent number
US07279580B2

Reaction notes

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