Ammonium Hydroxide → HCID 18772066, compound

HRID 460175Notes

Reaction equation

HRID 460175 reaction equation
[CH2:1]([N:3]([CH2:6][CH:7]([N:11]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22](Br)[N:21]=1)[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH:8]([CH3:10])[CH3:9])[CH2:4][CH3:5])[CH3:2].[NH4+:27].[OH-]>O>[NH2:27][C:22]1[N:21]=[C:20]([CH2:19][N:11]([CH:7]([CH2:6][N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[CH:8]([CH3:10])[CH3:9])[C:12](=[O:13])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 87819344HCID 87819344, compound

Product 1

HCID 18772066HCID 18772066, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a stirred solution of N-{1-[(diethylamino)-methyl]-2-methylpropyl}(tert-butoxy)-N-[(6-bromo(2-pyridyl))methyl]carboxamide (5 mg, 0.012 mmol) in IpOH (5 ML) in a sealed tube, was added NH4OH (28–30% 6 mL) followed by excess Cu. The resulting solution was heated under pressure at 90° C. for 24 h. The mixture was brought to RT, diluted with H2O (10 mL) and extracted with CHCl3 (3×20 mL) The organic layers were combined, dried over MgSO4, filtered and concentrated by rotary evaporation to afford the title compound as a green oil. No purification was required. EI-MS m/z 365 (M+H).

Workup

  1. customwas brought to RT
  2. extractionextracted with CHCl3 (3×20 mL) The organic layers
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated by rotary evaporation

Sources & evidence

ORD record
ord-2730efb5948846478aee056f3c502299
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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