HCID 60886989, compound → 1-(4-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol

HRID 522664Notes

Reaction equation

HRID 522664 reaction equation
[CH3:1][C:2]([OH:13])([CH3:12])[CH2:3][N:4]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[N:5]1>CO.[Pd]>[NH2:9][C:7]1[CH:6]=[N:5][N:4]([CH2:3][C:2]([CH3:12])([OH:13])[CH3:1])[CH:8]=1

Participants

4

Reactant 1

HCID 60886989HCID 60886989, compound

Product 1

HCID 671121581-(4-amino-1H-pyrazol-1-yl)-2-methylpropan-2-olYield 113.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stirred suspension mixture of 2-methyl-1-(4-nitro-1H-pyrazol-1-yl)propan-2-ol (2.0 g, 10.8 mmol) and 10% Pd/C (0.2 g, 0.1 w/w) in MeOH (20 mL) was exposed to 1 atm H2 at RT overnight. The reaction mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure to give 1-(4-amino-1H-pyrazol-1-yl)-2-methylpropan-2-ol as a yellow oil (1.9 g, 99%), which was used for the next step without further purification. MS (ES+) C7H13N3O requires: 155, found: 156 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c17e5a5bb7ee4a6abfb77fccb023eeef
Source dataset
uspto-grants-2016_05
Patent number
US09334263B2

Reaction notes

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