2,3-Dimethoxyphenylacetic acid → 2-(2,3-dimethoxyphenyl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 535590Notes

Reaction equation

HRID 535590 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][O:20][C:21]1[C:26]([O:27][CH3:28])=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:29][C:30](O)=[O:31]>>[CH3:19][O:20][C:21]1[C:26]([O:27][CH3:28])=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:29][C:30]([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:31]

Participants

3

Reactant 2

HCID 1359642,3-Dimethoxyphenylacetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 709761932-(2,3-dimethoxyphenyl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 1B and 2-(2,3-dimethoxyphenyl)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 (d, J=7.9 Hz, 1H), 7.97-8.04 (m, 2H), 7.89-7.92 (m, 1H), 7.04 (t, J=7.8 Hz, 1H), 6.93-6.99 (m, 2H), 3.84-3.81 (d, J=4.2 Hz, 4H), 3.81 (s, 3H), 3.77 (s, 3H), 3.64 (s, 2H), 3.06-3.10 (m, 4H); MS (ESI+) M/Z 425 (M+H)+.

Sources & evidence

ORD record
ord-43330e64f7a9498d86babaab3762ab38
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

Loading…