2-Chloropyridine → HCID 67398533, compound

HRID 907056Notes

Reaction equation

[C:1]([O:4][C@@H:5]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:6]1[O:7][C:8]1[CH:13]=[C:12](Br)[CH:11]=[C:10]([F:15])[C:9]=1[F:16])(=[O:3])[CH3:2].Cl[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1>>[C:1]([O:4][C@@H:5]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:6]1[O:7][C:8]1[CH:13]=[C:12]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=2)[CH:11]=[C:10]([F:15])[C:9]=1[F:16])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 79772-Chloropyridine

HCID 67397355HCID 67397355, compound

Product 1

HCID 67398533HCID 67398533, compound

Procedure

By carrying out the operation analogously to example 58, starting from 5-bromo-2,3-difluorophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation VIII, and 2-chloropyridine, the expected compound is obtained in the form of a crude product used without further purification in the deacetylation stage.

Workup

customobtained

Sources & evidence

ORD record: ord-b3eb1d10f67c45c082765dc9c7a1cbf2
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08013010B2

Reaction notes

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