Acetamide → HCID 18953480, compound

HRID 1491612Notes

Reaction equation

HRID 1491612 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]3[CH:17]=[N:18][C:19]([C:20](OCC)=[O:21])=[C:9]3[N:8]=2)[CH2:3][CH2:2]1.C([NH2:28])(=O)C.C[O-].[Na+]>CN(C)C=O.CO.C(O)(C)C>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]3[CH:17]=[N:18][C:19]([C:20]([NH2:28])=[O:21])=[C:9]3[N:8]=2)[CH2:3][CH2:2]1

Participants

7

Reactant 3

HCID 178AcetamideHCID 10942334Sodium MethoxideHCID 18953495HCID 18953495, compound

Product 1

HCID 18953480HCID 18953480, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3776IsopropanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A stirred mixture of ethyl 5-morpholino-imidazo[1,5-a]quinazoline-3-carboxylate (2.0 g) and acetamide (1.2 g) in 20 ml of dry dimethylformamide was heated to 80° C. 30% sodium methoxide in methanol (1 ml) was added and the mixture was stirred at 100° C. for 2 hours, cooled to room temperature and diluted with isopropanol (20 ml). Crystals were filtered off, washed with isopropanol (15 ml), water (20 ml) and diethyl ether (10 ml), and dried to give the title compound as yellow crystals, m.p. >300° C. Yield 1.3 g.

Workup

  1. temperaturecooled to room temperature
  2. filtrationCrystals were filtered off
  3. washwashed with isopropanol (15 ml), water (20 ml) and diethyl ether (10 ml)
  4. customdried

Sources & evidence

ORD record
ord-fb35c6e93b954be2a50254f5d10acc32
Source dataset
uspto-grants-1994_12
Patent number
US05371080

Reaction notes

Loading…