3-Bromopyridine → HCID 66651452, compound

HRID 419807Notes

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].Br[C:29]1[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=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:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)[CH:13]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 122863-Bromopyridine

HCID 66651049HCID 66651049, compound

Product 1

HCID 66651452HCID 66651452, compound

Procedure

By carrying out the operation analogously to example 49, 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 3-bromopyridine, the desired product is obtained in the form of a gray solid (yield=26%).

Workup

customobtained

Sources & evidence

ORD record: ord-6ff22e451f54454d8e1af93fda2cdb84
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093394B2

Reaction notes

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