Tetrahydrofuran → HCID 53718407, compound

HRID 2295735Notes

Reaction equation

HRID 2295735 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.[CH3:28][C:29](=[CH:33][CH3:34])[C:30](Cl)=[O:31]>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:30](=[O:31])[C:29]([CH3:28])=[CH:33][CH3:34])[CH2:24][CH2:23]2)[N:9]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 30157932-Methylbut-2-enoyl chlorideHCID 204738332-Piperazine-4-amino-6,7-dimethoxy quinoline hydrochloride

Product 1

HCID 53718407HCID 53718407, compoundYield 47.4%

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 0.7 g of 2,3-dimethylacryloyl chloride, after which the mixture was stirred at room temperature for 12 hours. The crystals which were produced were collected by filtration, washed with water and recrystallized from ethanol, to give 1.04 g of the desired Compound No. 3 in the form of pale yellow prisms melting at 219.5°-221.5° C.

Workup

  1. stirringafter which the mixture was stirred at room temperature for 12 hours
  2. customThe crystals which were produced
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-69487d0f1ece4a14be25c892c599fac4
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

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