2-Chloro-6,7-dimethoxy-4-quinazolinamine → HCID 70510252, compound

HRID 2295748Notes

Reaction equation

HRID 2295748 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]1([C@@H:23]2[CH2:25][C@H:24]2[C:26]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[O:27])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)CC(C)C>[OH2:12].[OH2:27].[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:31]2[CH2:32][CH2:33][N:28]([C:26]([C@@H:24]3[CH2:25][C@H:23]3[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:27])[CH2:29][CH2:30]2)[N:3]=1

Participants

4

Reactant 2

HCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 51893720HCID 51893720, compound

Product 1

HCID 70510252HCID 70510252, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

To 25 ml of isopentanol were added 1.2 g of 4-amino-2-chloro-6,7-dimethoxyquinazoline and 1.4 g of 1-(trans-2-phenylcyclopropylcarbonyl)piperazine, and the resulting mixture was heated under reflux for 4 hours. The crystals thus produced were collected by filtration and neutralized by the addition of a 20% w/w aqueous solution of sodium hydroxide. The resulting mixture was extracted with chloroform and the extract was charged into a silica gel chromatography column and eluted with chloroform. A 10% w/w solution of hydrogen chloride in ethanol was added to the eluate and the crystals thus produced were collected by filtration, giving 1.22 g of the desired Compound No. 34 hydrochloride dihydrate in the form of colourless powdery crystals melting at 195°-198° C. (with decomposition).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 4 hours
  3. customThe crystals thus produced
  4. filtrationwere collected by filtration
  5. additionneutralized by the addition of a 20% w/w aqueous solution of sodium hydroxide
  6. extractionThe resulting mixture was extracted with chloroform
  7. additionthe extract was charged into a silica gel chromatography column
  8. washeluted with chloroform
  9. additionA 10% w/w solution of hydrogen chloride in ethanol was added to the eluate
  10. customthe crystals thus produced
  11. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-99a6a1a743f24f5ab6c95901760362c8
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

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