(4-Cyano-3-fluorophenyl)boronic acid → HCID 44195504, compound

HRID 1685440Notes

Reaction equation

HRID 1685440 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:29]=[C:30](B(O)O)[CH:31]=[CH:32][C:33]=1[C:34]#[N:35]>>[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:30]2[CH:31]=[CH:32][C:33]([C:34]#[N:35])=[C:28]([F:27])[CH:29]=2)[CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2783130(4-Cyano-3-fluorophenyl)boronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 44195504HCID 44195504, 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 3-fluoro-4-cyano-phenylboronic acid, 5-(4-cyano-3-fluorophenyl)-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside is obtained in the form of a cream-colored solid (yield=65%).

Sources & evidence

ORD record
ord-e6b3cbcc22a748c49a1815605f653297
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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