(2-Bromo-3-methoxyphenyl)boronic acid → 2-(1-Ethyl-6-isopropyl-8-phenyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-ethanol

HRID 2249535Notes

Reaction equation

HRID 2249535 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.Br[C:24]1[C:29](OC)=[CH:28][CH:27]=[CH:26][C:25]=1B(O)O>>[CH2:15]([C:11]1([CH2:17][CH2:18][OH:19])[C:8]2[NH:9][C:10]3[C:6]([C:7]=2[CH2:14][CH2:13][O:12]1)=[CH:5][C:4]([CH:20]([CH3:22])[CH3:21])=[CH:3][C:2]=3[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH3:16]

Participants

3

Reactant 2

HCID 69195612(2-Bromo-3-methoxyphenyl)boronic acidHCID 691966962-(8-Bromo-1-ethyl-6-isopropyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-ethanol

Product 1

HCID 112338272-(1-Ethyl-6-isopropyl-8-phenyl-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 2-bromo-3-methoxyphenylboronic acid in step 1.F.

Sources & evidence

ORD record
ord-295cc535c6794b488f1c9a813340e785
Source dataset
uspto-grants-2008_01
Patent number
US07314886B2

Reaction notes

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