Dimethylamine → 3-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-dimethylamino-4,5-dihydro-imidazo(1,5-a)quinazoline

HRID 1199658Notes

Reaction equation

HRID 1199658 reaction equation
[CH3:1][NH:2][CH3:3].[CH:4]1([C:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[CH:14][N:15]4[C:24]5[C:19](=[C:20](Cl)[CH:21]=[CH:22][CH:23]=5)[C:18](=[O:26])[N:17]([CH3:27])[C:16]=34)[N:8]=2)[CH2:6][CH2:5]1>CN(C)C=O>[CH:4]1([C:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[CH:14][N:15]4[C:24]5[C:19](=[C:20]([N:2]([CH3:3])[CH3:1])[CH:21]=[CH:22][CH:23]=5)[C:18](=[O:26])[N:17]([CH3:27])[C:16]=34)[N:8]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 14460518HCID 14460518, compound

Product 1

HCID 144605333-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-dimethylamino-4,5-dihydro-imidazo(1,5-a)quinazolineYield 86%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Gaseous dimethylamine was passed through a stirred solution of 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-chloro-4,5-dihydro-imidazo(1,5-a)quinazoline (0.4 g, 1.2 mmol) in 25 ml of dry dimethylformamide at 110° C. for 2 h. The reaction mixture was evaporated in vacuo and the residue was triturated with 20 ml of water, filtered off and dried to give 0.35 g (86%) of 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-dimethylamino-4,5-dihydro-imidazo(1,5-a)quinazoline, M.p. 170°-171° C.

Workup

  1. customThe reaction mixture was evaporated in vacuo
  2. customthe residue was triturated with 20 ml of water
  3. filtrationfiltered off
  4. customdried

Sources & evidence

ORD record
ord-f878fdda94e442539d125b037eeeeb55
Source dataset
uspto-grants-1990_02
Patent number
US04902686

Reaction notes

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