6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one → HCID 51002493, compound

HRID 331293Notes

Reaction equation

Cl.[CH3:2][S:3]([N:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][O:14][C:15]2[CH:23]=[C:22]3[C:18]([C:19]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[C:20]([C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)[C:21]3=[O:24])=[CH:17][CH:16]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4].O1CCN(CCOC2C=C3C(C(C4C=CC=CC=4)=C(Br)C3=O)=CC=2)CC1>>[CH3:2][S:3]([N:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][O:14][C:15]2[CH:23]=[C:22]3[C:18]([C:19]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[C:20]([C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)[C:21]3=[O:24])=[CH:17][CH:16]=2)[CH2:8][CH2:7]1)(=[O:4])=[O:5]

Participants

Reactant 2

HCID 703076206-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one

HCID 70313611HCID 70313611, compound

Product 1

HCID 51002493HCID 51002493, compoundYield 70%

Procedure

The procedure of Step 7 of Example 1 was repeated except for using 2-bromo-6-[2-(4-methylsulfonyl)piperazin-1-yl)ethoxy]-3-phenyl-1H-inden-1-one obtained in Step 1 as a starting material instead of 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one and being purified by silica gel column chromatography (acetone/hexanes=1:1) to obtain the title compound (70%).

Workup

custombeing purified by silica gel column chromatography (acetone/hexanes=1:1)

Sources & evidence

ORD record: ord-53ef412dea164352a7ead782c06fa695
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877747B2

Reaction notes

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