Methanol → HCID 178502875, compound

HRID 2189935Notes

Reaction equation

HRID 2189935 reaction equation
[C:1]([NH:8][C:9]([N:18]1C=CC=N1)=[N:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Cl.[CH3:24][O:25]N.CO.C(N(CC)CC)C>C1COCC1>[CH3:24][O:25][NH:18][C:9]([NH:8][C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])=[N:10][C:11]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:12]

Participants

6

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 4428040N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

Product 1

HCID 178502875HCID 178502875, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N,N′-di-Boc-1H-pyrazole-1-carboxamidine (450 mg, 1.45 mmol) and methoxyamine hydrochloride (151 mg, 1.81 mmol) in THF (3 mL) aid methanol (3 mL) was slowly added triethylamine (183 mg, 1.81 mmol). After stirring at room temperature for 64 hours, the reaction mixture was concentrated under reduced pressure and diluted with ethyl acetate. The salts were removed by filtration. The filtrate was concentrated under reduced pressure and triturated with ether to provide the crude product that was used without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with ethyl acetate
  3. customThe salts were removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customtriturated with ether

Sources & evidence

ORD record
ord-7228cd48beb04db797ebbb324dbd26b8
Source dataset
uspto-grants-2012_12
Patent number
US08324257B2

Reaction notes

Loading…