Sodium Hydroxide → HCID 178423396, compound

HRID 2237601Notes

Reaction equation

HRID 2237601 reaction equation
C([O:3][C:4]([C:6]1[N:15]=[C:14]([NH:16][C@H:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]2[NH:23][C:24]([NH:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])=[N:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:41])[CH:12]=2)[N:7]=1)=[O:5])C.[OH-].[Na+].S([O-])(O)(=O)=O.[K+]>O1CCCC1>[C:37]([O:36][C:34]([NH:33][C:24]([NH:23][C@@H:18]1[CH2:19][CH2:20][CH2:21][CH2:22][C@@H:17]1[NH:16][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:41])[CH:12]=2)[N:7]=[C:6]([C:4]([OH:5])=[O:3])[N:15]=1)=[N:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[O:35])([CH3:38])([CH3:39])[CH3:40]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 178470290HCID 178470290, compound

Product 1

HCID 178423396HCID 178423396, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 14.56 q of 4-{[(1S,2R)-2-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)cyclohexyl]amino}-6-methylquinazoline-2-carboxylic acid ethyl ester in 350 ml of tetrahydrofuran, 55 ml of a 10% sodium hydroxide solution was added under ice cooling, and then the mixture was stirred at room temperature for 10 hours. The reaction solution was mixed with 170 ml of a 10% potassium hydrogensulfate solution, extracted with chloroform and then dried over magnesium sulfate. The solvent was distilled off to obtain 14.2 g of the desirable compound as a yellow powder.

Workup

  1. extractionextracted with chloroform
  2. dry with materialdried over magnesium sulfate
  3. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-2caf7e80e4ff4d73848f4559378d0cba
Source dataset
uspto-grants-2010_05
Patent number
US07718663B2

Reaction notes

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