2-Chloro-6,7-dimethoxy-4-quinazolinamine → HCID 20473825, compound

HRID 2295745Notes

Reaction equation

HRID 2295745 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:23]2([C:26]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[O:27])[CH2:25][CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>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:31]2[CH2:32][CH2:33][N:28]([C:26]([C:23]3([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH2:24][CH2:25]3)=[O:27])[CH2:29][CH2:30]2)[N:3]=1

Participants

4

Reactant 2

HCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 13064296HCID 13064296, compound

Product 1

HCID 20473825HCID 20473825, compoundYield 142.4%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

To 24 ml of isopentanol were added 1.2 g of 4-amino-2-chloro-6,7-dimethoxyquinazoline and 1.35 g of 1-(phenylcyclopropylcarbonyl)piperazine. The resulting mixture was heated under reflux for 4 hours and then the crystals thereby produced were collected by filtration and recrystallized from a 50% v/v aqueous ethanol, to give 1.74 g of the desired Compound No. 33 hydrochloride hydrate in the form of colourless prisms melting at 287°-288° C. (with decomposition).

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 4 hours
  3. customthe crystals thereby produced
  4. filtrationwere collected by filtration
  5. customrecrystallized from a 50% v/v aqueous ethanol

Sources & evidence

ORD record
ord-144ca950a82745c1aaf9f4b8f40c2439
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

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