Tetrahydrofuran → 2-(4-Cinnamoylpiperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline

HRID 1449157Notes

Reaction equation

HRID 1449157 reaction equation
O1CCCC1.Cl.[N:7]1([C:13]2[N:22]=[C:21]([NH2:23])[C:20]3[C:15](=[CH:16][C:17]([O:26][CH3:27])=[C:18]([O:24][CH3:25])[CH:19]=3)[N:14]=2)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[C:28](Cl)(=[O:37])[CH:29]=[CH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C(N(CC)CC)C>[C:28]([N:10]1[CH2:11][CH2:12][N:7]([C:13]2[N:22]=[C:21]([NH2:23])[C:20]3[C:15](=[CH:16][C:17]([O:26][CH3:27])=[C:18]([O:24][CH3:25])[CH:19]=3)[N:14]=2)[CH2:8][CH2:9]1)(=[O:37])[CH:29]=[CH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 660233-Phenylprop-2-enoyl chlorideHCID 204738332-Piperazine-4-amino-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 30540822-(4-Cinnamoylpiperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To 10 ml. of tetrahydrofuran were added 1.2 g. of 2-(piperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline.hydrochloride and 1.33 g. of triethylamine and the resulting mixture was stirred for 30 minutes. Thereafter, 0.66 g. of cinnamoyl chloride was added thereto and the resulting mixture was stirred at room temperature overnight. The crystalline substance thus separated was recovered by filtration, washed thoroughly with water and ethanol and then dried to afford 0.66 g. of the desired product.

Workup

  1. customThe crystalline substance thus separated
  2. filtrationwas recovered by filtration
  3. washwashed thoroughly with water and ethanol
  4. customdried
  5. customto afford 0.66 g

Sources & evidence

ORD record
ord-4a7cd3c954d949618dde164126456979
Source dataset
uspto-grants-1980_02
Patent number
US04189484

Reaction notes

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