Propionitrile → HCID 14112134, compound

HRID 1695181Notes

Reaction equation

HRID 1695181 reaction equation
N[C:2]1[CH:6]=[CH:5][NH:4]N=1.C[O:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1.[H-].[Na+].C(#N)CC>>[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:10]([C:9](=[O:8])[CH:6]([CH3:2])[C:5]#[N:4])=[CH:11][CH:12]=1

Participants

5

Reactant 4

HCID 7854PropionitrileHCID 8499Methyl anisateHCID 24758Sodium hydrideHCID 178418806HCID 178418806, compound

Product 1

HCID 14112134HCID 14112134, compoundYield 62%

Procedure

The product was prepared according to the general procedure for aminopyrazole synthesis (route A1) from 4-methoxy-benzoic acid methyl ester (3.0 mL, 18.0 mmol, 1.0 eq), NaH (1.4 g, 36.0 mmol, 2.0 eq) and propionitrile (6.1 mL, 84.9 mmol, 4.7 eq). The crude was purified through Si-column (eluent exane/ethyl acetate) to give 2.1 g of title product (yield: 62%).

Workup

  1. customThe product was prepared
  2. customThe crude was purified through Si-column (eluent exane/ethyl acetate)

Sources & evidence

ORD record
ord-259d37504b7749b19513a723dd9687fe
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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