HCID 65807613, compound → HCID 90023132, compound

HRID 929918Notes

Reaction equation

HRID 929918 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:5][C:6](=[O:16])[CH2:7][N:8]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[N:9]1)[CH3:4]>C1COCC1.[Pd]>[NH2:13][C:11]1[CH:10]=[N:9][N:8]([CH2:7][C:6]([NH:5][C@@H:3]([CH3:4])[CH2:2][OH:1])=[O:16])[CH:12]=1

Participants

4

Reactant 1

HCID 65807613HCID 65807613, compound

Product 1

HCID 90023132HCID 90023132, compoundYield 100.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N—((S)-1-hydroxypropan-2-yl)-2-(4-nitro-1H-pyrazol-1-yl)acetamide (4 g, 17.5 mmol) and 10% Pd/C (500 mg) in THF (50 mL) was stirred overnight at room temperature under a hydrogen atmosphere. The Pd/C was removed through filtration and the filtrate was concentrated in vacuo to afford (S)-2-(4-amino-1H-pyrazol-1-yl)-N-(1-hydroxypropan-2-yl)acetamide V-1 (3.5 g, 100%) as a grey solid which was used without further purification.

Workup

  1. customThe Pd/C was removed through filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-560f312c270644419b9df78bcf5036b7
Source dataset
uspto-grants-2016_03
Patent number
US09296725B2

Reaction notes

Loading…