2-Acetylbenzoic acid → 1-{2-(4-methyl-1(2H)-phthalazinon-2-yl)-4-pyridyl}-3-hydroxymethyl-6,7-diethoxynaphthalene

HRID 613028

Reaction equation

HRID 613028 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:22][CH2:23][CH3:24])=[C:16]([O:19][CH2:20][CH3:21])[CH:17]=3)[CH:12]=[C:11]([CH2:25][OH:26])[CH:10]=2)[CH:6]=[CH:5][N:4]=1)[NH2:2].[C:27]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[C:36]([CH3:38])=O)(O)=[O:28]>C(O)CO>[CH3:38][C:36]1[C:31]2[C:30](=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:27](=[O:28])[N:1]([C:3]2[CH:8]=[C:7]([C:9]3[C:18]4[C:13](=[CH:14][C:15]([O:22][CH2:23][CH3:24])=[C:16]([O:19][CH2:20][CH3:21])[CH:17]=4)[CH:12]=[C:11]([CH2:25][OH:26])[CH:10]=3)[CH:6]=[CH:5][N:4]=2)[N:2]=1

Participants

4

Reactant 2

HCID 684742-Acetylbenzoic acidHCID 220073321-(2-Hydrazino-4-pyridyl)-3-hydroxymethyl-6,7-diethoxynaphthalene

Product 1

HCID 220074411-{2-(4-methyl-1(2H)-phthalazinon-2-yl)-4-pyridyl}-3-hydroxymethyl-6,7-diethoxynaphthaleneYield 87.5%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

1-(2-Hydrazino-4-pyridyl)-3-hydroxymethyl-6,7-diethoxynaphthalene (177 mg), 1-carboxy-2-methylcarbonylbenzene (86 mg) and ethylene glycol (1 ml) are treated in the same manner as in Example 104-(3) to give 1-{2-(4-methyl-1(2H)-phthalazinon-2-yl)-4-pyridyl}-3-hydroxymethyl-6,7-diethoxynaphthalene (211 mg), which is listed in Table 14.

Sources & evidence

ORD record
ord-17557410309f4bf781b19e37e0451b54
Source dataset
uspto-grants-1999_12
Patent number
US06005106

Linked notes

Loading…