Water → HCID 57837498, compound

HRID 731728Notes

Reaction equation

HRID 731728 reaction equation
Cl[CH:2]([CH3:17])[C:3]([C:5]1[C:6]([CH:14]([CH3:16])[CH3:15])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=12)=[O:4].[C:18]([O-:21])(=[O:20])[CH3:19].[K+].C(OCC)(=O)C.O>CN(C=O)C>[C:18]([O:21][CH:2]([CH3:17])[C:3]([C:5]1[C:6]([CH:14]([CH3:16])[CH3:15])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=12)=[O:4])(=[O:20])[CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 517044Potassium AcetateHCID 215857512-Chloro-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone

Product 1

HCID 57837498HCID 57837498, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-chloro-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one (1.0 g, 1 equivalent) and potassium acetate (0.6 g, 1.5 equivalents) in 5 mL of DMF was stirred at room temperature for 2 days. The solution was worked up with ethyl acetate and water to give a crude oil. The oil was purified by silica gel flash column chromatography to furnish 1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-1-oxopropan-2-yl acetate (0.95 g, 86% yield) as a paste. Compound 1067.

Workup

  1. customto give a crude oil
  2. customThe oil was purified by silica gel flash column chromatography

Sources & evidence

ORD record
ord-1601d389774b440d9afe3355442711e8
Source dataset
uspto-grants-2009_09
Patent number
US07585875B2

Reaction notes

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