Tetrahydrofuran → HCID 12837102, compound

HRID 2295738Notes

Reaction equation

HRID 2295738 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:33])[CH2:29][CH2:30][CH:31]=[CH2:32]>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:28](=[O:33])[CH2:29][CH2:30][CH:31]=[CH2:32])[CH2:24][CH2:23]2)[N:9]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 42284934-Pentenoyl chlorideHCID 204738332-Piperazine-4-amino-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 12837102HCID 12837102, compoundYield 41.7%

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 0.78 g of 4-pentenoyl 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 1.02 g of the desired Compound No. 6 in the form of pale brown needles melting at 219°-220° 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-de6201d379fd422882dfa259b537e488
Source dataset
uspto-grants-1984_01
Patent number
US04426382

Reaction notes

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