Sodium Hydroxide → HCID 21964238, compound

HRID 1268726Notes

Reaction equation

HRID 1268726 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[C:13]([CH2:15][C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)=[O:17])[CH:12]=[CH:11][N:10]=1)=O)(C)(C)C.[OH-].[Na+]>Cl>[NH2:8][C:9]1[CH:14]=[C:13]([CH2:15][C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)=[O:17])[CH:12]=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 116168302-(2-Tert-butoxycarbonylamino-4-pyridyl)-1-(3-methylphenyl)ethanone

Product 1

HCID 21964238HCID 21964238, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-(2-tert-Butoxycarbonylamino-4-pyridyl)-1-(3-methylphenyl)ethanone (50.0 g, 0.153 mol) was added to 2N-hydrochloric acid (260 mL) and the mixture was stirred at 100° C. for 2 hrs. The reaction mixture was neutralized with aqueous sodium hydroxide solution and extracted with ethyl acetate. The extract was dried and concentrated. The crude crystals were washed with isopropyl ether to give the title compound (29.1 g, yield 84%).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe extract was dried
  3. concentrationconcentrated
  4. washThe crude crystals were washed with isopropyl ether

Sources & evidence

ORD record
ord-addda645d2394315b90e59b85dcb9ba2
Source dataset
uspto-grants-2007_04
Patent number
US07199124B2

Reaction notes

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