4-(Dimethylamino)phenylboronic acid → HCID 10319220, compound

HRID 1180284Notes

Reaction equation

HRID 1180284 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][N:24]([C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)[CH3:25]>>[CH3:23][N:24]([CH3:25])[C:26]1[CH:31]=[CH:30][C:29]([C:2]2[CH:3]=[C:4]([C:9]3[N:13]4[CH:14]=[CH:15][C:16]([C:19]([OH:22])([CH3:21])[CH3:20])=[C:17]([F:18])[C:12]4=[N:11][CH:10]=3)[CH:5]=[CH:6][C:7]=2[F:8])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 27343444-(Dimethylamino)phenylboronic acidHCID 674866802-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol

Product 1

HCID 10319220HCID 10319220, compoundYield 10%

Procedure

2-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-α]pyridin-7-yl]-propan-2-ol and 4-(N,N-dimethylamino)benzeneboronic acid were coupled in the same way as in Example 30 to give 2-[3-(4′-dimethylamino-2-fluorobiphenyl-5-yl)-8-fluoroimidazo[1,2-α]pyridin-7-yl]propan-2-ol as an off-white solid (19 mg, 10%): m/z (ES+) 408 [MH+].

Sources & evidence

ORD record
ord-fe1c1b3cb006470a84e1ed0c179a5caf
Source dataset
uspto-grants-2007_10
Patent number
US07279580B2

Reaction notes

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