(Pyridin-4-yl)boronic acid → 5-Methoxy-3-phenyl-2-(pyridin-4-yl)-1H-inden-1-one

HRID 331391Notes

Reaction equation

HRID 331391 reaction equation
Br[C:2]1[C:3](=[O:19])[C:4]2[C:9]([C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:8][C:7]([O:17][CH3:18])=[CH:6][CH:5]=2.O1CCN(CCOC2C=C3C(C(C4C=CC=CC=4)=C(Br)C3=O)=CC=2)CC1.[N:46]1[CH:51]=[CH:50][C:49](B(O)O)=[CH:48][CH:47]=1>>[CH3:18][O:17][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[C:3](=[O:19])[C:2]([C:49]1[CH:50]=[CH:51][N:46]=[CH:47][CH:48]=1)=[C:10]2[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 2734379(Pyridin-4-yl)boronic acidHCID 104709362-Bromo-5-methoxy-3-phenyl-1H-inden-1-oneHCID 703076206-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one

Product 1

HCID 703159155-Methoxy-3-phenyl-2-(pyridin-4-yl)-1H-inden-1-oneYield 74%

Procedure

The procedure of Step 7 of Example 1 was repeated except for using 2-bromo-5-methoxy-3-phenyl-1H-inden-1-one obtained in Step 4 of Example 129 as a starting material instead of 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one, 4-pyridinylboronic acid instead of 3-pyridinylboronic acid, and being stirred for 10 min to obtain the title compound (74%).

Sources & evidence

ORD record
ord-5d4184d1f2964f98a9bce7b6e5762a6b
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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