Quinoline-3-boronic acid → HCID 70308927, compound

HRID 331382Notes

Reaction equation

HRID 331382 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.[N:55]1[C:64]2[C:59](=[CH:60][CH:61]=[CH:62][CH:63]=2)[CH:58]=[C:57](B(O)O)[CH:56]=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[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)=[CH:7][CH:8]=2)[C:3](=[O:28])[C:2]=1[C:57]1[CH:56]=[N:55][C:64]2[C:59]([CH:58]=1)=[CH:60][CH:61]=[CH:62][CH:63]=2

Participants

4

Reactant 3

HCID 2734663Quinoline-3-boronic acidHCID 703076206-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-oneHCID 70312722HCID 70312722, compound

Product 1

HCID 70308927HCID 70308927, compoundYield 85%

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 3-quinolinylboronic acid instead of 3-pyridinylboronic acid to obtain the title compound (85%).

Sources & evidence

ORD record
ord-2581079b049c48dfa2dda4125bfd5cb2
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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