beta-Phenylisovaleric acid → N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-3-methyl-3-phenylbutanamide

HRID 469590Notes

Reaction equation

HRID 469590 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl: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].[CH3:20][C:21]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([CH3:26])[CH2:22][C:23](O)=[O:24]>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:19])[N:2]([NH:1][C:23](=[O:24])[CH2:22][C:21]([CH3:20])([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH3:26])[N:11]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 13890beta-Phenylisovaleric acidHCID 671613672-amino-4-(4-chlorophenyl)phthalazin-1(2H)-one

Product 1

HCID 53239543N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-3-methyl-3-phenylbutanamide

Procedure

The product of Example 86A and 3-methyl-3-phenylbutanoic acid were treated as in Example 51 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.39 (s, 1H), 8.39-8.44 (m, 1H), 7.88-8.02 (m, 2H), 7.70-7.77 (m, 1H), 7.63-7.67 (m, 2H), 7.60-7.63 (m, 2H), 7.42-7.46 (m, 2H), 7.28-7.34 (m, 2H), 7.15-7.21 (m, 1H), 2.62 (s, 2H), 1.47 (s, 6H); MS (APCI+) M/Z 432 (M+H)+.

Sources & evidence

ORD record
ord-c64423146f304bfd9d2ec016f5545544
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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