2,5-Dimethylphenylacetic acid → 2-(2,5-dimethylphenyl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 535588Notes

Reaction equation

HRID 535588 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:18].[CH3:19][C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:21]=1[CH2:27][C:28](O)=[O:29]>>[CH3:19][C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:21]=1[CH2:27][C:28]([NH:1][N:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:18])=[O:29]

Participants

3

Reactant 2

HCID 836152,5-Dimethylphenylacetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 709761682-(2,5-dimethylphenyl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 1B and 2-(2,5-dimethylphenyl)acetic acid were treated using a method similar to that described in Example 111 to give the title compound. 1H NMR (500 MHz, DMSO-d6/Deuterium Oxide) δ ppm 8.31 (dd, J=7.9, 1.3 Hz, 1H), 8.02-8.04 (m, 1H), 7.97-8.00 (m, 1H), 7.91 (td, J=7.5, 1.3 Hz, 1H), 7.13 (s, 1H), 7.07 (d, J=7.6 Hz, 1H), 6.99 (d, J=7.7 Hz, 1H), 3.81-3.84 (m, 4H), 3.62 (s, 2H), 3.05-3.11 (m, 4H), 2.29 (s, 3H), 2.26 (s, 3H); MS (ESI+) M/Z 393 (M+H)+.

Sources & evidence

ORD record
ord-e8e6d24060e749cca418c89cada45dff
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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