7-Bromo-6-(piperidin-4-yloxy)-2H-isoquinolin-1-one → 7-Ethyl-6-(piperidin-4-yloxy)-2H-isoquinolin-1-one

HRID 1930228Notes

Reaction equation

HRID 1930228 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][C:24]=2[CH2:25][CH3:26])[C:21](=[O:27])[N:20](CC2C=CC(OC)=CC=2)[CH:19]=[CH:18]3)[CH2:10][CH2:9]1)=O)(C)(C)C.BrC1C=C2C(C=CNC2=O)=CC=1OC1CCNCC1>>[CH2:25]([C:24]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][NH:20][C:21]2=[O:27])=[CH:16][C:15]=1[O:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[CH3:26]

Participants

3

Reactant 2

HCID 576523477-Bromo-6-(piperidin-4-yloxy)-2H-isoquinolin-1-oneHCID 576525984-[7-Ethyl-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 576525137-Ethyl-6-(piperidin-4-yloxy)-2H-isoquinolin-1-one

Procedure

4-[7-Ethyl-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester (319) is deprotected following the method described for 7-bromo-6-(piperidin-4-yloxy)-2H-isoquinolin-1-one (17). Final purification by preparative HPLC delivers the title compound as trifluoroacetate. Rt=0.92 min (Method A). Detected mass: 273.2 (M+H+).

Workup

  1. customFinal purification by preparative HPLC

Sources & evidence

ORD record
ord-2177f1068d1e4ccc87b636680d9720b4
Source dataset
uspto-grants-2012_05
Patent number
US08188117B2

Reaction notes

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