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

HRID 1930225Notes

Reaction equation

HRID 1930225 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[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:21](=[O:31])[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>>[C:25]1([C:24]2[CH:23]=[C:22]3[C:17]([CH:18]=[CH:19][NH:20][C:21]3=[O:31])=[CH:16][C:15]=2[O:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 576523477-Bromo-6-(piperidin-4-yloxy)-2H-isoquinolin-1-oneHCID 576525764-[2-(4-Methoxy-benzyl)-1-oxo-7-phenyl-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 576524047-Phenyl-6-(piperidin-4-yloxy)-2H-isoquinolin-1-one

Procedure

4-[2-(4-Methoxy-benzyl)-1-oxo-7-phenyl-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester (316) was deprotected following the method described for 7-bromo-6-(piperidin-4-yloxy)-2H-isoquinolin-1-one (17). Similar work up delivers the title compound as HCl-salt. Rt=1.05 min (Method B). Detected mass: 321.1 (M+H+).

Sources & evidence

ORD record
ord-e1216d0a45004e6fb736eb1790c264c5
Source dataset
uspto-grants-2012_05
Patent number
US08188117B2

Reaction notes

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