Furan-3-boronic acid → N-[8-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]benzamide

HRID 2382877Notes

Reaction equation

HRID 2382877 reaction equation
Br[C:2]1[C:3]2[N:4]([N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[O:20]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21]1>>[O:20]1[CH:24]=[CH:23][C:22]([C:2]2[C:3]3[N:4]([N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:10]=3)[CH:5]=[CH:6][CH:7]=2)=[CH:21]1

Participants

3

Reactant 2

HCID 2734358Furan-3-boronic acidHCID 25212767N-(8-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide

Product 1

HCID 25214989N-[8-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]benzamide

Procedure

The title compound was prepared following procedure and work up described for example 56 but starting from N-(8-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide ((B9), 159 mg; 0.50 mmol; 1.0 eq.) and furan-3-boronic acid (112 mg; 1.0 mmol; 2.0 eq.) as a white powder (80 mg, 52%). HPLC, Rt: 3.26 min. (purity 99.6%). LC/MS, M+(ESI): 305.0, M−(ESI): 303.1.

Sources & evidence

ORD record
ord-e28bce78576248cb9b0159890a7d4372
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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