Ethyl 3,4-dimethoxybenzoylacetate → HCID 178488705, compound

HRID 1755840Notes

Reaction equation

HRID 1755840 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:12]([CH2:14][C:15](OCC)=[O:16])=O>C(O)(=O)C>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:12]2[CH:14]=[C:15]([OH:16])[N:3]3[N:4]=[CH:5][CH:6]=[C:2]3[N:1]=2)[CH:20]=[CH:21][C:22]=1[O:23][CH3:24]

Participants

4

Reactant 2

HCID 2758465Ethyl 3,4-dimethoxybenzoylacetateHCID 178418806HCID 178418806, compound

Product 1

HCID 178488705HCID 178488705, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Aminopyrazole (33.2 g) and 110 g of ethyl 3,4-dimethoxybenzoylacetate are stirred in 500 ml of glacial acetic acid for 6 hours at 80° C. After cooling the crystallized-out product is filtered off under suction, washed with diethyl ether and dried. There are obtained 45 g of 5-(3,4-dimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-7-ol of m.p. 268°-270° C.

Workup

  1. temperatureAfter cooling the crystallized-out product
  2. filtrationis filtered off under suction
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-ef69d6003de54640b1c51787ca304020
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

Loading…