(4-Fluoro-3-methylphenyl)boronic acid → HCID 67291956, compound

HRID 1685424Notes

Reaction equation

HRID 1685424 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].[F:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][C:29]=1[CH3:37]>>[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:31]2[CH:32]=[CH:33][C:28]([F:27])=[C:29]([CH3:37])[CH:30]=2)[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2774580(4-Fluoro-3-methylphenyl)boronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67291956HCID 67291956, 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 4-fluoro-3-methyl-phenylboronic acid, 5-(4-fluoro-3-methylphenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of a white solid (yield=48%).

Sources & evidence

ORD record
ord-4d312f5657ce47c2a4f8dd11f19cf724
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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