2,2-Difluoro-2-phenylacetic acid → 2,2-difluoro-N-[1-oxo-4-(trifluoromethyl)phthalazin-2(1H)-yl]-2-phenylacetamide

HRID 469560Notes

Reaction equation

HRID 469560 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:16].[F:17][C:18]([F:28])([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:19](O)=[O:20]>>[F:17][C:18]([F:28])([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:19]([NH:1][N:2]1[N:11]=[C:10]([C:12]([F:15])([F:13])[F:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:16])=[O:20]

Participants

3

Reactant 2

HCID 7261532,2-Difluoro-2-phenylacetic acidHCID 671611112-amino-4-(trifluoromethyl)phthalazin-1(2H)-one

Product 1

HCID 532384302,2-difluoro-N-[1-oxo-4-(trifluoromethyl)phthalazin-2(1H)-yl]-2-phenylacetamide

Procedure

The product of Example 11B and 2,2-difluoro-2-phenylacetic acid were treated using a method similar to that described in Example 51 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 13.10 (s, 1H), 8.43-8.47 (m, 1H), 8.16 (td, J=7.6, 1.6 Hz, 1H), 8.03-8.12 (m, 2H), 7.74-7.78 (m, 2H), 7.54-7.66 (m, 3H); MS (ESI+) M/Z 384 (M+H)+.

Sources & evidence

ORD record
ord-ed83ae45cd824ec2b97ec1a3555b825e
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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