2-Bromopyridine → HCID 66651065, compound

HRID 419834Notes

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

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 66651049HCID 66651049, compound

Product 1

HCID 66651065HCID 66651065, compound

Procedure

By carrying out the operation analogously to example 231, 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-bromopyridine, the desired product is obtained and is used directly in the deacetylation stage.

Workup

customobtained

Sources & evidence

ORD record: ord-ffe33b3905034b5898d1e77a466d63f7
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093394B2

Reaction notes

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