tert-butyl 4-(3-(3-(3,5-difluorophenyl)-1-oxo-2-(pyridin-3-yl)-1H-inden-6-yloxy)propyl)piperazine-1-carboxylate → 3-(3,5-Difluorophenyl)-6-(2-(piperidin-4-yl)ethoxy)-2-(pyridin-3-yl)-1H-inden-1-one

HRID 331320Notes

Reaction equation

HRID 331320 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH2:19][CH2:20][CH:21]4[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]4)=[CH:15][CH:16]=3)[C:11](=[O:34])[C:10]=2[C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.FC1C=C(C2C3C(=CC(OCCCN4CCN(C(OC(C)(C)C)=O)CC4)=CC=3)C(=O)C=2C2C=NC=CC=2)C=C(F)C=1>>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH2:19][CH2:20][CH:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)=[CH:15][CH:16]=3)[C:11](=[O:34])[C:10]=2[C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 2

HCID 51001940tert-butyl 4-(3-(3-(3,5-difluorophenyl)-1-oxo-2-(pyridin-3-yl)-1H-inden-6-yloxy)propyl)piperazine-1-carboxylateHCID 51001989tert-butyl 4-(2-(3-(3,5-difluorophenyl)-1-oxo-2-(pyridin-3-yl)-1H-inden-6-yloxy)ethyl)piperidine-1-carboxylate

Product 1

HCID 510019903-(3,5-Difluorophenyl)-6-(2-(piperidin-4-yl)ethoxy)-2-(pyridin-3-yl)-1H-inden-1-one

Procedure

The procedure of Step 1 of Example 66 was repeated except for using tert-butyl 4-(2-(3-(3,5-difluorophenyl)-1-oxo-2-(pyridin-3-yl)-1H-inden-6-yloxy)ethyl)piperidine-1-carboxylate obtained in Example 69 as a starting material instead of tert-butyl 4-(3-(3-(3,5-difluorophenyl)-1-oxo-2-(pyridin-3-yl)-1H-inden-6-yloxy)propyl)piperazine-1-carboxylate and being stirred for 30 min to provide the title compound.

Sources & evidence

ORD record
ord-de71d12c48424ace8b52146fa3e44203
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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