2-Methoxyphenylacetic acid → HCID 70975929, compound

HRID 535566Notes

Reaction equation

HRID 535566 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[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][C:28](O)=[O:29]>>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=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 71342-Methoxyphenylacetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 70975929HCID 70975929, compound

Procedure

The product of Example 1B and 2-(2-methoxyphenyl)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 8.32 (dd, J=7.9, 1.3 Hz, 1H), 8.03 (d, J=8.0 Hz, 1H), 7.97-8.01 (m, 1H), 7.91 (td, J=7.5, 1.3 Hz, 1H), 7.33 (dd, J=7.4, 1.7 Hz, 1H), 7.27 (td, J=7.8, 1.7 Hz, 1H), 7.00 (d, J=8.7 Hz, 1H), 6.93 (td, J=7.4, 1.1 Hz, 1H), 3.85-3.82 (m, 4H), 3.82 (s, 3H), 3.62 (s, 2H), 3.09-3.11 (m, 4H); MS (ESI+) M/Z 395 (M+H)+.

Sources & evidence

ORD record
ord-916d3cde2a514527a291be722194e61d
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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