Benzylamine → HCID 15079194, compound

HRID 973403Notes

Reaction equation

HRID 973403 reaction equation
[CH3:1][CH:2]1[C:7]([C:8]2[CH:17]=[C:16]3[C:11]([C:12]([NH:19][CH3:20])=[N:13][C:14]([CH3:18])=[N:15]3)=[CH:10][CH:9]=2)=[N:6][NH:5][C:4](=[O:21])[CH2:3]1.C(N)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CS(C)=O>[CH2:20]([NH:19][C:12]1[C:11]2[C:16](=[CH:17][C:8]([C:7]3[CH:2]([CH3:1])[CH2:3][C:4](=[O:21])[NH:5][N:6]=3)=[CH:9][CH:10]=2)[N:15]=[C:14]([CH3:18])[N:13]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 15079195HCID 15079195, compound

Product 1

HCID 15079194HCID 15079194, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 0.76 g of Compound 64 obtained in Example 66, 15 ml of benzylamine and 15 ml of dimethylsulfoxide was stirred at 150° C. for 3 hours, and then concentrated. The residue was subjected to partition between water and chloroform, and the organic layer was dried and concentrated. The residue was purified by column chromatography using 100 g of silica gel to give 0.31 g (32%) of 6-(4-benzylamino-2-methylquinazolin-7-yl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone (Compound 65).

Workup

  1. concentrationconcentrated
  2. customto partition between water and chloroform
  3. customthe organic layer was dried
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-1616c17dc8db40cfa1e33a3907147286
Source dataset
uspto-grants-1991_11
Patent number
US05063227

Reaction notes

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