6-Bromo-7-chloro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one → 4-[7-Chloro-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-ylsulfanyl]-piperidine-1-carboxylic acid tert-butyl ester

HRID 404752Notes

Reaction equation

HRID 404752 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[C:8](=[O:13])[N:7]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[CH:6]=[CH:5]2.[C:23]([O:27][C:28]([N:30]1[CH2:35][CH2:34][CH:33]([S:36]C2C=C3C(=CC=2Cl)C=NC=C3)[CH2:32][CH2:31]1)=[O:29])([CH3:26])([CH3:25])[CH3:24].ClC1C=C2C(C=CNC2=O)=CC=1SC1CCNCC1>>[C:23]([O:27][C:28]([N:30]1[CH2:35][CH2:34][CH:33]([S:36][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][C:11]=2[Cl:12])[C:8](=[O:13])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH:6]=[CH:5]3)[CH2:32][CH2:31]1)=[O:29])([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 592262596-Bromo-7-chloro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-oneHCID 592907827-Chloro-6-(piperidin-4-ylsulfanyl)-2H-isoquinolin-1-oneHCID 592908234-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 592906794-[7-Chloro-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-ylsulfanyl]-piperidine-1-carboxylic acid tert-butyl ester

Procedure

Starting from 7-Chloro-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (264) 4-[7-Chloro-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-ylsulfanyl]-piperidine-1-carboxylic acid tert-butyl ester could be obtained as described for compound (274). 7-Chloro-6-(piperidin-4-ylsulfanyl)-2H-isoquinolin-1-one.

Workup

  1. customcould be obtained

Sources & evidence

ORD record
ord-66a21d1c1c394449ba4a3b1f597c4201
Source dataset
uspto-grants-2014_06
Patent number
US08748614B2

Reaction notes

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