1-Boc-4-(3-hydroxypropyl)piperazine → HCID 70311966, compound

HRID 331353Notes

Reaction equation

HRID 331353 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.O[CH2:40][CH2:41][CH2:42][N:43]1[CH2:48][CH2:47][N:46]([C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[CH2:45][CH2:44]1>>[Br:1][C:2]1[C:3](=[O:20])[C:4]2[C:9]([C:10]=1[C:11]1[CH:12]=[C:13]([F:18])[CH:14]=[C:15]([F:17])[CH:16]=1)=[CH:8][CH:7]=[C:6]([O:19][CH2:40][CH2:41][CH2:42][N:43]1[CH2:48][CH2:47][N:46]([C:49]([O:51][C:52]([CH3:53])([CH3:55])[CH3:54])=[O:50])[CH2:45][CH2:44]1)[CH:5]=2

Participants

4

Reactant 3

HCID 162178001-Boc-4-(3-hydroxypropyl)piperazineHCID 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 70311966HCID 70311966, compoundYield 48%

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, t-butyl 4-(3-hydroxypropyl)piperazine-1-carboxylate instead of 4-(2-hydroxyethyl)morpholine, being stirred for 2 h, and being purified by silica gel column chromatography (EtOAc/CH2Cl2=1:1) to obtain the title compound (48%).

Workup

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

Sources & evidence

ORD record
ord-98d1fdf6fea14c4aa3151dcb47ba8b1c
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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