Tetrahydrofuran → HCID 53898853, compound

HRID 2295739Notes

Reaction equation

HRID 2295739 reaction equation
O1CCCC1.Cl.[NH2:7][C:8]1[C:17]2[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=2)[N:11]=[C:10]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[N:9]=1.[C:28](Cl)(=[O:34])[CH2:29][CH:30]=[CH:31][CH2:32][CH3:33]>C(N(CC)CC)C>[NH2:7][C:8]1[C:17]2[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=2)[N:11]=[C:10]([N:22]2[CH2:27][CH2:26][N:25]([C:28](=[O:34])[CH2:29][CH:30]=[CH:31][CH2:32][CH3:33])[CH2:24][CH2:23]2)[N:9]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 204738332-Piperazine-4-amino-6,7-dimethoxyquinazoline hydrochlorideHCID 57074575HCID 57074575, compound

Product 1

HCID 53898853HCID 53898853, compoundYield 47.3%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To 20 ml of tetrahydrofuran were added 2.4 g of 4-amino-6,7-dimethoxy-2-(1-piperazinyl)quinazoline hydrochloride and 2.6 g of triethylamine, after which the mixture was stirred for 20 minutes. There was then added 0.8 g of 3-hexenoyl chloride, after which the mixture was stirred at room temperature for 15 hours. The resulting crystals were collected by filtration, washed with water and recrystallized from ethanol, to give 1.10 g of the desired Compound No. 7 in the form of pale yellow powdery crystals melting at 197.5°-198.5° C.

Workup

  1. stirringafter which the mixture was stirred at room temperature for 15 hours
  2. filtrationThe resulting crystals were collected by filtration
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a6e2afeca2cd442e8fd16e94aea60783
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

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