3,5-Dimethylphenylboronic acid → 2-[8-(3,5-Dimethyl-phenyl)-1-ethyl-6-isopropyl-1,3,4,9-tetrahydro-pyrano[3,4-B]indol-1-YL]-ethanol

HRID 268659Notes

Reaction equation

HRID 268659 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:20]([CH3:22])[CH3:21])[CH:5]=[C:6]2[C:10]=1[NH:9][C:8]1[C:11]([CH2:17][CH2:18][OH:19])([CH2:15][CH3:16])[O:12][CH2:13][CH2:14][C:7]2=1.[CH3:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[C:28]([CH3:30])[CH:29]=1>>[CH3:23][C:24]1[CH:25]=[C:26]([C:2]2[CH:3]=[C:4]([CH:20]([CH3:22])[CH3:21])[CH:5]=[C:6]3[C:10]=2[NH:9][C:8]2[C:11]([CH2:17][CH2:18][OH:19])([CH2:15][CH3:16])[O:12][CH2:13][CH2:14][C:7]3=2)[CH:27]=[C:28]([CH3:30])[CH:29]=1

Participants

3

Reactant 2

HCID 27343493,5-Dimethylphenylboronic acidHCID 691966962-(8-Bromo-1-ethyl-6-isopropyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-ethanol

Product 1

HCID 114407352-[8-(3,5-Dimethyl-phenyl)-1-ethyl-6-isopropyl-1,3,4,9-tetrahydro-pyrano[3,4-B]indol-1-YL]-ethanol

Procedure

The title compound is prepared in a manner analogous to Example 1, except using 2-(8-bromo-1-ethyl-6-isopropyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-ethanol and 3,5-dimethylphenylboronic acid in step 1.F.

Sources & evidence

ORD record
ord-0ff999c5e3ac4f03be01f6bab44ef557
Source dataset
uspto-grants-2008_11
Patent number
US07446122B2

Reaction notes

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