2-Fluoropyridine-4-boronic acid → HCID 66651580, compound

HRID 419819Notes

Reaction equation

HRID 419819 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:17][S:16][C@H:6]1[O:7][C:8]1[C:9]([F:15])=[N:10][CH:11]=[C:12](Br)[CH:13]=1)(=[O:3])[CH3:2].[F:28][C:29]1[CH:34]=[C:33](B(O)O)[CH:32]=[CH:31][N:30]=1>>[C:1]([O:4][C@@H:5]1[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:17][S:16][C@H:6]1[O:7][C:8]1[C:9]([F:15])=[N:10][CH:11]=[C:12]([C:33]2[CH:32]=[CH:31][N:30]=[C:29]([F:28])[CH:34]=2)[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27833962-Fluoropyridine-4-boronic acidHCID 66651049HCID 66651049, compound

Product 1

HCID 66651580HCID 66651580, compound

Procedure

By carrying out the operation analogously to example 177, starting from 5-bromo-2-fluoro-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation VIII, and 2-fluoro-4-pyridineboronic acid, the desired product is obtained in the form of a pink solid (yield=65%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-d4a3437d5ca1468d9682ed89cc7b7e87
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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