4-[2-(2-Hydroxy-ethyl)-1-oxo-1,2-dihydro-isoquinolin-7-yl]piperazine-1-carboxylic acid tert-butyl ester → 2-(2-Hydroxy-ethyl)-7-piperazin-1yl-isoquinolin-1-one

HRID 2068595Notes

Reaction equation

HRID 2068595 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:23]=[C:22]3[C:17]([CH:18]=[CH:19][N:20]([CH2:25][CH2:26][OH:27])[C:21]3=[O:24])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>C(Cl)Cl.FC(F)(F)C(O)=O>[OH:27][CH2:26][CH2:25][N:20]1[CH:19]=[CH:18][C:17]2[C:22](=[CH:23][C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:15][CH:16]=2)[C:21]1=[O:24]

Participants

4

Reactant 1

HCID 592381654-[2-(2-Hydroxy-ethyl)-1-oxo-1,2-dihydro-isoquinolin-7-yl]piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 592382052-(2-Hydroxy-ethyl)-7-piperazin-1yl-isoquinolin-1-oneYield 98%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of compound 7 (6 g, 16.1 mmol) in methylene chloride (20 mL) and trifluoroacetic acid (20 mL) was stirred at r.t for 1 h. Then the mixture was concentrated in vacuo to give the compound 8 (4.3 g, 98%)

Workup

  1. concentrationThen the mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-a416936ab77e4279a50097889ece7b0d
Source dataset
uspto-grants-2012_10
Patent number
US08299023B2

Reaction notes

Loading…