(6-Methoxypyridin-3-yl)boronic acid → HCID 68181580, compound

HRID 331380Notes

Reaction equation

HRID 331380 reaction equation
Br[C:2]1[C:3](=[O:28])[C:4]2[C:9]([C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=1[F:18])=[CH:8][CH:7]=[C:6]([O:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)[CH:5]=2.O1CCN(CCOC2C=C3C(C(C4C=CC=CC=4)=C(Br)C3=O)=CC=2)CC1.[CH3:55][O:56][C:57]1[N:62]=[CH:61][C:60](B(O)O)=[CH:59][CH:58]=1>>[F:18][C:12]1[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:11]=1[C:10]1[C:9]2[C:4](=[CH:5][C:6]([O:19][CH2:20][CH2:21][N:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)=[CH:7][CH:8]=2)[C:3](=[O:28])[C:2]=1[C:60]1[CH:61]=[N:62][C:57]([O:56][CH3:55])=[CH:58][CH:59]=1

Participants

4

Reactant 3

HCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 703076206-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-oneHCID 70312722HCID 70312722, compound

Product 1

HCID 68181580HCID 68181580, compoundYield 81%

Procedure

The procedure of Step 7 of Example 1 was repeated except for using 2-bromo-3-(2,4-difluorophenyl)-6-{2-(morpholin-4-yl)ethoxy}-1H-inden-1-one obtained in Step 1 of Example 124 as a starting material instead of 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one and 6-methoxy-3-pyridinylboronic acid instead of 3-pyridinylboronic acid to obtain the title compound (81%).

Sources & evidence

ORD record
ord-5ef1bef1e69f42fabbbc71ba9f5cc3ec
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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