4-Boc-1-(6-bromo-2-pyridyl)piperazine → 4-[6-(1,1-Dimethylindan-5-yl)pyridin-2-yl]piperazine-1-carboxylic acid tert-butyl ester

HRID 2175069Notes

Reaction equation

HRID 2175069 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16](Br)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:21][C:22]1([CH3:40])[C:30]2[C:25](=[CH:26][C:27](B3OC(C)(C)C(C)(C)O3)=[CH:28][CH:29]=2)[CH2:24][CH2:23]1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:27]3[CH:26]=[C:25]4[C:30](=[CH:29][CH:28]=3)[C:22]([CH3:40])([CH3:21])[CH2:23][CH2:24]4)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 160590464-Boc-1-(6-bromo-2-pyridyl)piperazineHCID 532501112-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 672490934-[6-(1,1-Dimethylindan-5-yl)pyridin-2-yl]piperazine-1-carboxylic acid tert-butyl ester

Procedure

The preparation is carried out analogously to FS 102 starting from 4-(6-bromopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (US 2005/176722) and 2-(1,1-dimethylindan-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Sources & evidence

ORD record
ord-607ef9bf7e3c4607b14de649f824b90f
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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