4-Chlorophenylacetyl chloride → 2-(4-chlorophenyl)-N-[4-(2-chloropyridin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 535505Notes

Reaction equation

HRID 535505 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([Cl:18])[CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28](Cl)=[O:29])=[CH:23][CH:22]=1>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([NH:1][N:2]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([Cl:18])[CH:13]=3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:19])=[O:29])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 906924-Chlorophenylacetyl chlorideHCID 866735622-amino-4-(2-chloropyridin-4-yl)phthalazin-1(2H)-one

Product 1

HCID 714675022-(4-chlorophenyl)-N-[4-(2-chloropyridin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product from Example 29B and 2-(4-chlorophenyl)acetyl chloride were processed using a method similar to that described in Example 4C to give the title compound. 1H NMR (500 MHz, DMSO-d6) δ ppm 11.79 (s, 1H), 8.62 (d, J=5.0 Hz, 1H), 8.40-8.44 (m, 1H), 7.94-8.05 (m, 2H), 7.73-7.81 (m, 2H), 7.68 (dd, J=5.0, 1.5 Hz, 1H), 7.36-7.45 (m, 4H), 3.72 (s, 2H); MS (APCI+) M/Z 425 (M+H)+.

Sources & evidence

ORD record
ord-764c4400f6b54be6a9f186f58e1174d4
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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