4-Chloro-3-methylpyridine → HCID 66650769, compound

HRID 419808Notes

Reaction equation

HRID 419808 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][CH:11]=[C:12](Br)[CH:13]=1)(=[O:3])[CH3:2].Cl[C:28]1[CH:33]=[CH:32][N:31]=[CH:30][C:29]=1[CH3:34]>>[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][CH:11]=[C:12]([C:28]2[CH:33]=[CH:32][N:31]=[CH:30][C:29]=2[CH3:34])[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 27577094-Chloro-3-methylpyridineHCID 44195502HCID 44195502, compound

Product 1

HCID 66650769HCID 66650769, compound

Procedure

By carrying out the operation analogously to example 49, starting from 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation IX, and 4-chloro-3-methylpyridine, the desired product is obtained in the form of beige crystals (yield=15%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-28cbc5ea25e1453fa41f3ee8453b58ea
Source dataset
uspto-grants-2012_01
Patent number
US08093394B2

Reaction notes

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