Potassium Hydroxide → HCID 69022112, compound

HRID 1007299Notes

Reaction equation

HRID 1007299 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]1[NH:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([O:26][CH3:27])[CH:24]=2)[N:19]=[C:18]([NH:28]C(OCC)=O)[N:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].[Cl-].[NH4+]>CO>[NH2:28][C:18]1[N:17]=[C:16]([NH:15][C@H:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C@H:9]2[NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([O:26][CH3:27])[CH:24]=2)[N:19]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 69021905HCID 69021905, compound

Product 1

HCID 69022112HCID 69022112, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 300 mg of cis-N-tert-butoxycarbonyl-2-(2-ethoxycarbonylamino-6-methoxyquinazolin-4-yl)aminocyclohexylamine in 10 mL of methanol was combined with a 50 mg of potassium hydroxide powder, and stirred at room temperature for 3 hours. The reaction solution was neutralized by addition of a saturated aqueous solution of ammonium chloride, and then extracted with chloroform and dried. After the solvent was distilled off, the residue was purified by column chromatography on silica gel (chloroform:methanol=10:1) to obtain 250 mg of the desirable compound.

Workup

  1. extractionextracted with chloroform
  2. customdried
  3. distillationAfter the solvent was distilled off
  4. customthe residue was purified by column chromatography on silica gel (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-29b4a9e2898c451da6f45d4e1fd04fc8
Source dataset
uspto-grants-2004_09
Patent number
US06794389B2

Reaction notes

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