Methyl 3-oxoheptanoate → HCID 178441198, compound

HRID 725815Notes

Reaction equation

HRID 725815 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.O=[C:8]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:9][C:10](OC)=[O:11]>C1(C)C=CC=CC=1>[CH2:14]([C:8]1[CH:9]=[C:10]([OH:11])[N:3]2[N:4]=[CH:5][CH:6]=[C:2]2[N:1]=1)[CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 546075Methyl 3-oxoheptanoateHCID 178418806HCID 178418806, compound

Product 1

HCID 178441198HCID 178441198, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 100 g of 3-aminopyrazole and 190 g of methyl 3-oxoheptanoate in 120 ml of toluene was refluxed with heating at 100° C. for 3 hours and then cooled. Toluene was distilled off under reduced pressure and diethyl ether was added to the residue. The crystals precipitated were collected and washed with diethyl ether and acetonitrile to provide 184 g of 5-n-butyl-7-hydroxypyrazolo[1,5-a]pyrimidine as colorless crystals.

Workup

  1. temperaturecooled
  2. distillationToluene was distilled off under reduced pressure and diethyl ether
  3. additionwas added to the residue
  4. customThe crystals precipitated
  5. customwere collected
  6. washwashed with diethyl ether and acetonitrile

Sources & evidence

ORD record
ord-71d73ca6f2c044b58efa7b273705b756
Source dataset
uspto-grants-1998_01
Patent number
US05707997

Reaction notes

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