2-(3,5-Difluorophenyl)acetyl chloride → 2-(3,5-difluorophenyl)-N-[4-(4-methoxyphenyl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 469644Notes

Reaction equation

HRID 469644 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:20].[F:21][C:22]1[CH:23]=[C:24]([CH2:29][C:30](Cl)=[O:31])[CH:25]=[C:26]([F:28])[CH:27]=1>>[F:21][C:22]1[CH:23]=[C:24]([CH2:29][C:30]([NH:1][N:2]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:20])=[O:31])[CH:25]=[C:26]([F:28])[CH:27]=1

Participants

3

Reactant 2

HCID 27827232-(3,5-Difluorophenyl)acetyl chlorideHCID 671601052-amino-4-(4-methoxyphenyl)phthalazin-1(2H)-one

Product 1

HCID 532361542-(3,5-difluorophenyl)-N-[4-(4-methoxyphenyl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product from Example 151A and 2-(3,5-difluorophenyl)acetyl chloride were treated using a method similar to that described in Example 1C to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.73 (s, 1H), 8.39-8.42 (m, 1H), 7.87-8.05 (m, 2H), 7.75-7.79 (m, 1H), 7.52-7.55 (m, 2H), 7.05-7.23 (m, 5H), 3.85 (s, 3H), 3.77 (s, 2H); MS (ESI+) M/Z 422 (M+H)+.

Sources & evidence

ORD record
ord-e0cd0418422541769c59a31ed48a5c1e
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

Loading…