3,5-Difluorophenylacetic acid → 2-(3,5-difluorophenyl)-N-[4-(4-methylphenyl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 469631Notes

Reaction equation

HRID 469631 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].[F:20][C:21]1[CH:22]=[C:23]([CH2:28][C:29](O)=[O:30])[CH:24]=[C:25]([F:27])[CH:26]=1>>[F:20][C:21]1[CH:22]=[C:23]([CH2:28][C:29]([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:30])[CH:24]=[C:25]([F:27])[CH:26]=1

Participants

3

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 671623252-amino-4-(4-methylphenyl)-phthalazin-1(2H)-one

Product 1

HCID 532366242-(3,5-difluorophenyl)-N-[4-(4-methylphenyl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 135A and 2-(3,5-difluorophenyl)acetic acid were treated as in Example 17C to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.75 (s, 1H), 8.39-8.42 (m, 1H), 7.89-8.03 (m, 2H), 7.73-7.76 (m, 1H), 7.47-7.50 (m, 2H), 7.37-7.40 (m, 2H), 7.09-7.22 (m, 3H), 3.77 (s, 2H), 2.42 (s, 3H); MS (APCI+) M/Z 406 (M+H)+.

Sources & evidence

ORD record
ord-e2348512fdd0426db06bb5293ec3bffb
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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