1-Bromo-4-(trifluoromethoxy)benzene → HCID 67198048, compound

HRID 544891Notes

Reaction equation

HRID 544891 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH:34]=[O:35])=[CH:5][N:6]2[C@@H:11]1[O:28][C@H:27]([CH2:29][O:30][C:31](=[O:33])[CH3:32])[C@@H:22]([O:23][C:24](=[O:26])[CH3:25])[C@H:17]([O:18][C:19](=[O:21])[CH3:20])[C@H:12]1[O:13][C:14](=[O:16])[CH3:15].Br[C:37]1[CH:42]=[CH:41][C:40]([O:43][C:44]([F:47])([F:46])[F:45])=[CH:39][CH:38]=1>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH:34]([C:37]1[CH:38]=[CH:39][C:40]([O:43][C:44]([F:45])([F:46])[F:47])=[CH:41][CH:42]=1)[OH:35])=[CH:5][N:6]2[C@@H:11]1[O:28][C@H:27]([CH2:29][O:30][C:31](=[O:33])[CH3:32])[C@@H:22]([O:23][C:24](=[O:26])[CH3:25])[C@H:17]([O:18][C:19](=[O:21])[CH3:20])[C@H:12]1[O:13][C:14](=[O:16])[CH3:15]

Participants

3

Reactant 2

HCID 5210081-Bromo-4-(trifluoromethoxy)benzeneHCID 866202484-Chloro-1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-indole-3-carboxaldehyde

Product 1

HCID 67198048HCID 67198048, compound

Procedure

The above 4-chloro-1-(2,3,4,6-tetra-O-acetyl-β-D-gluco-pyranosyl)indole-3-carboxaldehyde and 1-bromo-4-(trifluoro-methoxy)benzene were treated in a manner similar to Example 25-(2) to give crude 4-chloro-1-(2,3,4,6-tetra-O-acetyl-β-D-gluco-pyranosyl)indol-3-yl 4-(trifluoromethoxy)phenyl methanol, which was used in the subsequent step without further purification.

Sources & evidence

ORD record
ord-707e77330d4a4243b2747f7233662acc
Source dataset
uspto-grants-2011_05
Patent number
US07935674B2

Reaction notes

Loading…