Cesium carbonate → Ethyl 2-(isoquinolin-7-yloxy)-pentanoate

HRID 600660Notes

Reaction equation

HRID 600660 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[OH:7][C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[CH:13][N:14]=[CH:15]2)=[CH:10][CH:9]=1.Br[CH:19]([CH2:25][CH2:26][CH3:27])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(#N)C>[CH:15]1[C:16]2[C:11](=[CH:10][CH:9]=[C:8]([O:7][CH:19]([CH2:25][CH2:26][CH3:27])[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:17]=2)[CH:12]=[CH:13][N:14]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 79071Ethyl 2-bromovalerateHCID 4597677-Isoquinolinol

Product 1

HCID 12044954Ethyl 2-(isoquinolin-7-yloxy)-pentanoate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6.70 g (20.6 mmol) of caesium carbonate are added to a solution of 3.00 g (20.7 mmol) of 7-hydroxyisoquinoline and 4.33 g (20.7 mmol) of ethyl 2-bromopentanoate in 30 ml of acetonitrile, and the mixture is stirred at room temperature for 18 hours. The reaction mixture is filtered, and the filtrate is evaporated, giving ethyl 2-(isoquinolin-7-yloxy)-pentanoate as a colourless solid; ESI 274.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-b881c8199af9426586233af12b9f814a
Source dataset
uspto-grants-2011_03
Patent number
US07902223B2

Reaction notes

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