Potassium Hydroxide → HCID 66833812, compound

HRID 61724Notes

Reaction equation

HRID 61724 reaction equation
[C:1]([C:3]1[CH:15]=[C:14]2[C:6]([C:7]3[C:8](=[O:35])[C:9]4[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([NH:26][CH2:27][CH2:28][O:29]C(=O)C(C)=C)=[O:25])=[CH:18][C:10]=4[C:11]([CH3:17])([CH3:16])[C:12]=3[NH:13]2)=[CH:5][CH:4]=1)#[N:2].[OH-].[K+]>CO.O>[C:1]([C:3]1[CH:15]=[C:14]2[C:6]([C:7]3[C:8](=[O:35])[C:9]4[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([NH:26][CH2:27][CH2:28][OH:29])=[O:25])=[CH:18][C:10]=4[C:11]([CH3:17])([CH3:16])[C:12]=3[NH:13]2)=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 66834216HCID 66834216, compound

Product 1

HCID 66833812HCID 66833812, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2-Methyl-acrylic acid 2-[2-(3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yloxy)-acetylamino]-ethyl ester (Compound A9-13, 40 mg, 0.085 mmol) was dissolved in a mixture solvent of methanol (2 mL) and water (2 mL), added with potassium hydroxide (48 mg, 0.85 mmol), and then stirred at room temperature for 18 hr. After the neutralization with 1 N hydrochloric acid, the reaction solution was concentrated under reduced pressure. The resulting residues were purified by amino silica gel to obtain the title compound (white solid, 8.9 mg, 26%).

Workup

  1. concentrationAfter the neutralization with 1 N hydrochloric acid, the reaction solution was concentrated under reduced pressure
  2. customThe resulting residues were purified by amino silica gel

Sources & evidence

ORD record
ord-6d046d47414048078a4439613a6b7ba5
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

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