Hydrochloric Acid → HCID 21964195, compound

HRID 1178575Notes

Reaction equation

HRID 1178575 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:26])[CH2:11][C:12]2[CH:17]=[CH:16][N:15]=[C:14]([NH:18]C(OC(C)(C)C)=O)[CH:13]=2)=[CH:6][CH:5]=1>[OH-].[Na+]>[NH2:18][C:14]1[CH:13]=[C:12]([CH2:11][C:10]([C:7]2[CH:8]=[CH:9][C:4]([O:3][CH3:2])=[CH:5][CH:6]=2)=[O:26])[CH:17]=[CH:16][N:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 116170921-(4-Methoxyphenyl)-2-(2-tert-butoxycarbonylamino-4-pyridyl)ethanone

Product 1

HCID 21964195HCID 21964195, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
100 °C

Procedure

2N-hydrochloric acid (30 mL) was added to 1-(4-methoxyphenyl)-2-(2-tert-butoxycarbonylamino-4-pyridyl)ethanone (6.1 g, 18 mmol) and the mixture was stirred at 100° C. for 2 hours. The reaction mixture was cooled to room temperature and, thereafter, 8N-aqueous sodium hydroxide (10 mL) was added. The resulting crude crystals were filtered and washed with water. The crude crystals were recrystallized from tetrahydrofuran-hexane to obtain 4.0 g of the title compound (16 mmol, yield 92%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe resulting crude crystals were filtered
  3. washwashed with water
  4. customThe crude crystals were recrystallized from tetrahydrofuran-hexane

Sources & evidence

ORD record
ord-c9b69cb8a5414b9cba2564e81a1efa94
Source dataset
uspto-grants-2007_10
Patent number
US07276527B2

Reaction notes

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