Furan-2-boronic acid → HCID 25213025, compound

HRID 2382798Notes

Reaction equation

HRID 2382798 reaction equation
Br[C:2]1[N:7]2[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]=[C:6]2[CH:5]=[CH:4][CH:3]=1.[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1B(O)O>>[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[C:2]1[N:7]2[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]=[C:6]2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2734357Furan-2-boronic acidHCID 25212513N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide

Product 1

HCID 25213025HCID 25213025, compoundYield 26%

Procedure

The title compound was prepared following procedure described for intermediate A1 step a), but starting from N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide ((B1), 75 mg; 0.24 mmol; 1.0 eq.) and 2-furanboronic acid (53 mg; 0.47 mmol; 2.0 eq.). Purification by flash chromatography on silica (EtOAc/c-Hex, 45:55) gave the title compound as an off-white powder (19 mg, 26%). HPLC, Rt: 3.24 min. (purity 97.9%). LC/MS, M+(ESI): 305.3, M−(ESI): 303.2.

Workup

  1. customThe title compound was prepared following procedure
  2. customPurification by flash chromatography on silica (EtOAc/c-Hex, 45:55)

Sources & evidence

ORD record
ord-ec9d0fa2f5614f9d8ab589bc28417356
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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