Potassium Carbonate → HCID 86680976, compound

HRID 333681Notes

Reaction equation

HRID 333681 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:23])[C:11]3[C:16]([C:17]=2[N+:18]([O-:20])=[O:19])=[CH:15][CH:14]=[C:13]([O:21][CH3:22])[CH:12]=3)=[CH:4][CH:3]=1.[C:24]([O-:27])([O-])=[O:25].[K+].[K+]>CN(C=O)C.O>[C:24](=[O:25])([O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:23])[C:11]3[C:16]([C:17]=2[N+:18]([O-:20])=[O:19])=[CH:15][CH:14]=[C:13]([O:21][CH3:22])[CH:12]=3)=[CH:4][CH:3]=1)[O:27][C:5]([CH3:8])([CH3:6])[CH3:4]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86680977HCID 86680977, compound

Product 1

HCID 86680976HCID 86680976, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 3-(4-hydroxyphenyl)-7-methoxy-4-nitroisoquinolin-1(2H)-one (50.0 mg, 0.16 mmol, 1.0 eq.), K2CO3 (22.15 mg, 0.16 mmol, 1.0 eq.), and Boc2 (34.9 mg, 0.16 mmol, 1.0 eq.) in DMF (1 ml) degassed with argon in a sealed tube is stirred at a.t. for 18 hours. The reaction medium is diluted with H2O. The organic phases are extracted with ethyl acetate (twice), washed with a saturated solution of NaCl (twice), dried over MgSO4 then concentrated under reduced pressure, in order to obtain a pure product (yield=100%).

Workup

  1. extractionThe organic phases are extracted with ethyl acetate (twice),
  2. washwashed with a saturated solution of NaCl (twice),
  3. dry with materialdried over MgSO4
  4. concentrationthen concentrated under reduced pressure, in order

Sources & evidence

ORD record
ord-2e7b70a973424f4d97f1f889b2315f0f
Source dataset
uspto-grants-2014_11
Patent number
US08883763B2

Reaction notes

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