(4-Chlorophenyl)acetic acid → 2-(4-chlorophenyl)-N-[4-(4-methylphenyl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 469630Notes

Reaction equation

HRID 469630 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28](O)=[O:29])=[CH:23][CH:22]=1>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([NH:1][N:2]2[N:11]=[C:10]([C:12]3[CH:13]=[CH:14][C:15]([CH3:18])=[CH:16][CH:17]=3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:19])=[O:29])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 671623252-amino-4-(4-methylphenyl)-phthalazin-1(2H)-one

Product 1

HCID 671605642-(4-chlorophenyl)-N-[4-(4-methylphenyl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 135A and 2-(4-chlorophenyl)acetic acid were treated using a method similar to that described in Example 17C to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.71 (s, 1H), 8.38-8.41 (m, 1H), 7.89-8.02 (m, 2H), 7.72-7.75 (m, 1H), 7.46-7.49 (m, 2H), 7.38-7.44 (m, 4H), 7.36-7.40 (m, 2H), 3.70 (s, 2H), 2.41 (s, 3H); MS (APCI+) M/Z 404 (M+H)+.

Sources & evidence

ORD record
ord-1e46999b404f4ef2a92c110030e7f683
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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