4-Mesylphenylacetic acid → 2-[4-(methylsulfonyl)phenyl]-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 535552

Reaction equation

HRID 535552 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][S:20]([C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30](O)=[O:31])=[CH:25][CH:24]=1)(=[O:22])=[O:21]>>[CH3:19][S:20]([C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30]([NH:1][N:2]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:18])=[O:31])=[CH:25][CH:24]=1)(=[O:21])=[O:22]

Participants

3

Reactant 2

HCID 5723454-Mesylphenylacetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 709758202-[4-(methylsulfonyl)phenyl]-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 1B and 2-(4-(methylsulfonyl)phenyl)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 8.25-8.35 (m, 1H), 7.97-8.05 (m, 2H), 7.91-7.93 (m, 3H), 7.65-7.67 (m, 2H), 3.83 (s, 3H), 3.82 (d, J=8.4 Hz, 2H), 3.35-3.63 (m, 1H), 3.21 (s, 3H), 3.08-3.11 (m, 4H); MS (ESI+) M/Z 443 (M+H)+.

Sources & evidence

ORD record
ord-fa1831703140426c99e96a0275cb0b85
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Linked notes

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