2-Chloro-6,7-dimethoxy-4-quinazolinamine → HCID 20473808, compound

HRID 2295733Notes

Reaction equation

HRID 2295733 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([Cl:16])[N:3]=1.[C:17]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)(=[O:21])/[CH:18]=[CH:19]/[CH3:20]>C(O)CC(C)C>[OH2:12].[ClH:16].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:25]2[CH2:26][CH2:27][N:22]([C:17](=[O:21])/[CH:18]=[CH:19]/[CH3:20])[CH2:23][CH2:24]2)[N:3]=1

Participants

4

Reactant 2

HCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 5875664Piperazine, 1-(1-oxo-2-butenyl)- (9CI)

Product 1

HCID 20473808HCID 20473808, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

To 80 ml of isopentanol were added 4.55 g of 4-amino-2-chloro-6,7-dimethoxyquinazoline and 3.4 g of 1-crotonoylpiperazine; the resulting mixture was then refluxed for 1.5 hours. At the end of this time, the hot reaction mixture was filtered. The filtrate was cooled and the crystals which resulted were collected by filtration and then recrystallized from ethanol to give 3.52 g of the desired hydrochloride hydrate of Compound No. 1 in the form of colourless crystals melting at 255°-256° C. (with decomposition):

Workup

  1. temperaturethe resulting mixture was then refluxed for 1.5 hours
  2. filtrationAt the end of this time, the hot reaction mixture was filtered
  3. temperatureThe filtrate was cooled
  4. customthe crystals which resulted
  5. filtrationwere collected by filtration
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-57021342419c40b6857ab907e9de6161
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

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