1-(2-Furoyl)piperazine → HCID 20506430, compound

HRID 354804Notes

Reaction equation

HRID 354804 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[C:5]([O:15][CH3:16])[C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[N:3]=1.[O:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=[O:23]>C(O)CC(C)C>[ClH:1].[O:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]([N:24]1[CH2:25][CH2:26][N:27]([C:2]2[N:11]=[C:10]([NH2:12])[C:9]3[C:4](=[C:5]([O:15][CH3:16])[C:6]([O:13][CH3:14])=[CH:7][CH:8]=3)[N:3]=2)[CH2:28][CH2:29]1)=[O:23]

Participants

4

Reactant 2

HCID 5502061-(2-Furoyl)piperazineHCID 129200082-Chloro-4-amino-7,8-dimethoxyquinazoline

Product 1

HCID 20506430HCID 20506430, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

A mixture of 2-chloro-4-amino-7,8-dimethoxyquinazoline (3.00 g., 12.5 mmoles) and 1-(2-furoyl)-piperazine (2.71 g., 15.0 mmoles) was refluxed in 80 ml. isoamyl alcohol for two hours and then cooled in an ice-bath. The resulting white product was collected by filtration and recrystallized from methanol/ether to yield 4.53 g. (79%) of pure final product, M.P. 251° C. The water solubility was found to be 20 mg./ml.

Workup

  1. temperaturewas refluxed in 80 ml
  2. temperaturecooled in an ice-bath
  3. filtrationThe resulting white product was collected by filtration
  4. customrecrystallized from methanol/ether
  5. customto yield 4.53 g

Sources & evidence

ORD record
ord-fb9c9f8fa8de458bbb8aa11de1d9367f
Source dataset
uspto-grants-1983_03
Patent number
US04377581

Reaction notes

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