5-Chloropyridine-3-boronic acid → HCID 66650996, compound

HRID 419830Notes

Reaction equation

HRID 419830 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[CH:9]=[N:10][C:11](Br)=[CH:12][CH:13]=1)(=[O:3])[CH3:2].[Cl:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[N:32][CH:33]=1>>[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[CH:9]=[N:10][C:11]([C:30]2[CH:31]=[N:32][CH:33]=[C:28]([Cl:27])[CH:29]=2)=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 201118775-Chloropyridine-3-boronic acidHCID 86625029HCID 86625029, compound

Product 1

HCID 66650996HCID 66650996, compound

Procedure

By carrying out the operation analogously to example 1, starting from 6-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation IV, and 5-chloro-3-pyridineboronic acid, the desired product is obtained in the form of a white solid (yield=40%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-e4008552e4444d17985cc53e417d1a12
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

Loading…