1-Benzylpiperazine → 2-(4-Chlorophenyl)-4-(4-benzylpiperazino)-6,7,8-trimethoxyquinazoline

HRID 1166151Notes

Reaction equation

HRID 1166151 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:17]=[C:16](Cl)[C:15]3[C:10](=[C:11]([O:23][CH3:24])[C:12]([O:21][CH3:22])=[C:13]([O:19][CH3:20])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[CH2:25]([N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:17]=[C:16]([N:35]3[CH2:36][CH2:37][N:32]([CH2:25][C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:33][CH2:34]3)[C:15]3[C:10](=[C:11]([O:23][CH3:24])[C:12]([O:21][CH3:22])=[C:13]([O:19][CH3:20])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 759941-BenzylpiperazineHCID 117834712-(4-Chlorophenyl)-4-chloro-6,7,8-trimethoxyquinazoline

Product 1

HCID 111239992-(4-Chlorophenyl)-4-(4-benzylpiperazino)-6,7,8-trimethoxyquinazoline

Conditions

Temperature
150 °C

Procedure

A mixture of 2.0 g of 2-(4-chlorophenyl)-4-chloro-6,7,8-trimethoxyquinazoline and 5.0 g of N-benzylpiperazine was heated at 150° C. for 1 h. After cooling, 20 ml of ice water were added and the mixture was extracted with ethyl acetate. The organic phase was dried over sodium sulfate and concentrated. The oily crude product thus obtained was recrystallized from isopropanol. Yield: 1 g. M.p.: 150° C.

Workup

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-6747592a7e76453cb68696400a8b36fa
Source dataset
uspto-grants-2003_09
Patent number
US06613772B1

Reaction notes

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