Sodium Hydroxide → HCID 23156140, compound

HRID 1890656Notes

Reaction equation

HRID 1890656 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][N:23]3[C:27]4=[N:28][CH:29]=[CH:30][C:31]([CH3:32])=[C:26]4[N:25]=[C:24]3[CH2:33][CH3:34])=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(OCC)(=O)C.Cl.[OH-].[Na+]>C(Cl)(Cl)Cl>[CH2:33]([C:24]1[N:23]([CH2:22][C:19]2[CH:20]=[CH:21][C:16]([NH:15][CH2:14][CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[CH:17][CH:18]=2)[C:27]2=[N:28][CH:29]=[CH:30][C:31]([CH3:32])=[C:26]2[N:25]=1)[CH3:34]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21866389Hydrogen chloride-ethyl acetateHCID 69433563HCID 69433563, compound

Product 1

HCID 23156140HCID 23156140, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of Compound 164 (1.44 g, 3.04 mmol) in chloroform (15 mL) was added with a 4 mol/L hydrogen chloride-ethyl acetate solution (7.0 mL) followed by stirring at room temperature for 2 hours. The reaction mixture was added with a 2 mol/L aqueous sodium hydroxide solution to control the pH to 12, and extracted with chloroform three times. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain Compound 165 (1.03 g, 2.84 mmol, 93%).

Workup

  1. extractionextracted with chloroform three times
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2c1144e7773d47ef809ffb600d1b46d1
Source dataset
uspto-grants-2013_08
Patent number
US08507484B2

Reaction notes

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