Tetrahydrofuran → HCID 12837100, compound

HRID 2295736Notes

Reaction equation

HRID 2295736 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]([CH3:34])=[CH:30][C:31](Cl)=[O:32]>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:31](=[O:32])[CH:30]=[C:29]([CH3:34])[CH3:28])[CH2:24][CH2:23]2)[N:9]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 1023943-Methyl-2-butenoyl chlorideHCID 204738332-Piperazine-4-amino-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 12837100HCID 12837100, compoundYield 56.5%

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 3,3-dimethylacryloyl 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 dimethylformamide to give 1.24 g of the desired product in the form of colourless powdery crystals melting at 278°-280° C. (with decomposition).

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 dimethylformamide

Sources & evidence

ORD record
ord-2996b615b9944d049b2d4db1e5569207
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

Loading…