Dimethylformamide → HCID 15079163, compound

HRID 973399Notes

Reaction equation

HRID 973399 reaction equation
[CH3:1][CH:2]1[C:7]([C:8]2[CH:17]=[C:16]3[C:11]([C:12](SC)=[N:13][CH:14]=[N:15]3)=[CH:10][CH:9]=2)=[N:6][NH:5][C:4](=[O:20])[CH2:3]1.[CH3:21][N:22](C)[CH:23]=O>C(N(CC)CC)C.CNC>[CH3:1][CH:2]1[C:7]([C:8]2[CH:17]=[C:16]3[C:11]([C:12]([N:22]([CH3:23])[CH3:21])=[N:13][CH:14]=[N:15]3)=[CH:10][CH:9]=2)=[N:6][NH:5][C:4](=[O:20])[CH2:3]1

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 15079120HCID 15079120, compound

Product 1

HCID 15079163HCID 15079163, compoundYield 51%

Reagents, catalysts & solvents 2

HCID 674DimethylamineSolventHCID 8471TriethylamineSolvent

Conditions

Temperature
60 °C

Procedure

Compound 57 (0.6 g) obtained in Example 19 was dissolved in a mixture of 10 ml of dimethylformamide, 1 ml of triethylamine and 5ml of aqueous 50% dimethylamine solution. The resulting solution was stirred at 60° C. for 4 hours and then concentrated. Thereafter, water was added to the residue, and the crystals precipitated were collected by filtration and dried to give 0.3 g (51%) of 4,5-dihydro-5-methyl-6-(4-dimethylaminoquinazolin-7-yl)-3(2H)-pyridazinone (Compound 13).

Workup

  1. concentrationconcentrated
  2. additionThereafter, water was added to the residue
  3. customthe crystals precipitated
  4. filtrationwere collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-f5988d19e80c444cb42677eafe3ec09f
Source dataset
uspto-grants-1991_11
Patent number
US05063227

Reaction notes

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