3-(Dimethylamino)-1-propanol → HCID 70312572, compound

HRID 331310Notes

Reaction equation

HRID 331310 reaction equation
[Br:1][C:2]1[C:3](=[O:20])[C:4]2[C:9]([C:10]=1[C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([F:18])[CH:12]=1)=[CH:8][CH:7]=[C:6]([OH:19])[CH:5]=2.BrC1C(=O)C2C(C=1C1C=CC=CC=1)=CC=C(O)C=2.[CH3:39][N:40]([CH3:45])[CH2:41][CH2:42][CH2:43]O>>[CH3:39][N:40]([CH3:45])[CH2:41][CH2:42][CH2:43][O:19][C:6]1[CH:5]=[C:4]2[C:9]([C:10]([C:11]3[CH:12]=[C:13]([F:18])[CH:14]=[C:15]([F:17])[CH:16]=3)=[C:2]([Br:1])[C:3]2=[O:20])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 766463-(Dimethylamino)-1-propanolHCID 703061762-bromo-6-hydroxy-3-phenyl-1H-inden-1-oneHCID 703160432-Bromo-3-(3,5-difluorophenyl)-6-hydroxy-1H-inden-1-one

Product 1

HCID 70312572HCID 70312572, compoundYield 86%

Procedure

The procedure of Step 6 of Example 1 was repeated except for using 2-bromo-3-(3,5-difluorophenyl)-6-hydroxy-1H-inden-1-one obtained in Step 5 of Example 36 as a starting material instead of 2-bromo-6-hydroxy-3-phenyl-1H-inden-1-one, 3-(dimethylamino)propanol instead of 4-(2-hydroxyethyl)morpholine, being stirred for 4 d, and being purified by silica gel column chromatography (CH2Cl2/EtOAc=1:1) to obtain the title compound (86%).

Workup

  1. custombeing purified by silica gel column chromatography (CH2Cl2/EtOAc=1:1)

Sources & evidence

ORD record
ord-eae0f80c0a744c8fbd68e1264d11e7f7
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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