Potassium Hydroxide → HCID 13386238, compound

HRID 647434Notes

Reaction equation

HRID 647434 reaction equation
[OH-].[K+].[Cl:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:14])[CH:12]=2)[CH:7]=[C:6]([N:15]([C:17]2[CH:30]=[CH:29][C:20]([O:21][CH:22]([CH3:28])[C:23]([O:25]CC)=[O:24])=[CH:19][CH:18]=2)[CH3:16])[N:5]=1>C(O)C>[Cl:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:14])[CH:12]=2)[CH:7]=[C:6]([N:15]([C:17]2[CH:30]=[CH:29][C:20]([O:21][CH:22]([CH3:28])[C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)[CH3:16])[N:5]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13386227HCID 13386227, compound

Product 1

HCID 13386238HCID 13386238, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A slight excess of ethanolic potassium hydroxide was added to a solution of ethyl 2-{4-[N-(1,7-dichloroisoquinolin-3-yl)-N-methylamino]phenoxy}propionate in ethanol at room temperature. The mixture was stirred for 12 hrs, then evaporated. The residue was diluted with water, acidified with dilute hydrochloric acid and extracted with dichloromethane. The dichloromethane extract was dried over sodium sulfate and then evaporated to give 2-{4-[N-(1,7-dichloroisoquinolin-3-yl)-N-methylamino]phenoxy}propionic acid as a yellow solid, mp 136° C.

Workup

  1. customevaporated
  2. additionThe residue was diluted with water
  3. extractionextracted with dichloromethane
  4. extractionThe dichloromethane extract
  5. dry with materialwas dried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-377cb23412314ab5a18a20886a615ed8
Source dataset
uspto-grants-1983_10
Patent number
US04409017

Reaction notes

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