2-Chloro-4-fluorobenzeneboronic acid → HCID 67291973, compound

HRID 1685439Notes

Reaction equation

HRID 1685439 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:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1B(O)O>>[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:29]2[CH:30]=[CH:31][C:32]([F:34])=[CH:33][C:28]=2[Cl:27])[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 177502292-Chloro-4-fluorobenzeneboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67291973HCID 67291973, compound

Procedure

By following a procedure analogous to Example 27 starting from 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 2-chloro-4-fluoro-phenylboronic acid, 5-(2-chloro-4-fluorophenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of an off-white foam (yield 81%).

Sources & evidence

ORD record
ord-68758d23a92b494db9df3b8bb3a8a64f
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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