Phenylacetyl chloride → N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-2-phenylacetamide

HRID 469592Notes

Reaction equation

HRID 469592 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].[C:20]1([CH2:26][C:27](Cl)=[O:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[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:27](=[O:28])[CH2:26][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:11]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 671613672-amino-4-(4-chlorophenyl)phthalazin-1(2H)-one

Product 1

HCID 53239329N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-2-phenylacetamide

Procedure

The product of Example 86A and 2-phenylacetyl chloride were treated as in Example 53 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.70 (s, 1H), 8.39-8.44 (m, 1H), 7.85-8.05 (m, 2H), 7.69-7.76 (m, 1H), 7.59-7.66 (m, 4H), 7.21-7.41 (m, 5H), 3.69 (s, 2H); MS (ESI+) M/Z 390 (M+H)+.

Sources & evidence

ORD record
ord-5c53e872dea44982a0be829b49f751f4
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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