2-Chloro-6,7-dimethoxy-4-quinazolinamine → 95550-22-4

HRID 867398Notes

Reaction equation

HRID 867398 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]([N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)=[O:6].Cl[C:14]1[N:23]=[C:22]([NH2:24])[C:21]2[C:16](=[CH:17][C:18]([O:27][CH3:28])=[C:19]([O:25][CH3:26])[CH:20]=2)[N:15]=1>>[NH2:24][C:22]1[C:21]2[C:16](=[CH:17][C:18]([O:27][CH3:28])=[C:19]([O:25][CH3:26])[CH:20]=2)[N:15]=[C:14]([N:10]2[CH2:9][CH2:8][N:7]([C:5](=[O:6])[CH2:4][CH2:3][O:2][CH3:1])[CH2:12][CH2:11]2)[N:23]=1

Participants

3

Reactant 2

HCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 137155783-Methoxy-1-(piperazin-1-yl)propan-1-one

Product 1

HCID 522858395550-22-4

Procedure

A mixture of 1-(3-methoxypropionyl) piperazine (6.4 g) and 2-chloro-4-amino-6,7-dimethoxyquinazoline (8.9 g) in 100 ml of isoamylalchohol is refluxed with stirring for 6 hours. The reaction mixture is cooled at room temperature for 12 hours. The crystallized product is separated and wet recrystallized by dissolving in warm methanol, with the subsequent addition of ether to the beginning of turbidity. The yield is 13.4 g of the title compound in the form of a hydrochloride monohydrate, which melts at 268°-272° C. with decomposition. Another crystallization from a methanol-ether mixture yields the analytically pure product melting at 273°-278° C. with decomposition.

Workup

  1. temperatureis refluxed
  2. customThe crystallized product is separated
  3. customwet recrystallized
  4. dissolutionby dissolving in warm methanol, with the subsequent addition of ether to the beginning of turbidity
  5. customAnother crystallization from a methanol-ether mixture

Sources & evidence

ORD record
ord-eb3255d3435c4170859474d863f1e808
Source dataset
uspto-grants-1988_10
Patent number
US04775673

Reaction notes

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