4-(1-Methylethoxy)-beta-oxobenzenepropanenitrile → 3-[4-(propan-2-yloxy)phenyl]-1H-pyrazol-5-amine

HRID 1695235Notes

Reaction equation

HRID 1695235 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH2:12][C:13]#[N:14])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].NC1C=C[NH:19][N:18]=1>>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]([NH2:14])[NH:18][N:19]=2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 203875144-(1-Methylethoxy)-beta-oxobenzenepropanenitrileHCID 178418806HCID 178418806, compound

Product 1

HCID 1784582333-[4-(propan-2-yloxy)phenyl]-1H-pyrazol-5-amineYield 94%

Procedure

The product was prepared from 3-(4-isopropoxy-phenyl)-3-oxo-propionitrile according to general procedure for aminopyrazole synthesis (route A2). The solvent was removed under reduced pressure, water (10 mL) was added, and the title product (1.0 g, 94% yield) was precipitated as a yellow solid and used for the next step without further purification.

Workup

  1. customThe solvent was removed under reduced pressure, water (10 mL)
  2. additionwas added

Sources & evidence

ORD record
ord-e20166c06a4241c7832f16f838e27145
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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