4-Phenoxyphenylacetic acid → N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]-2-(4-phenoxyphenyl)acetamide

HRID 535584Notes

Reaction equation

HRID 535584 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].[O:19]([C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33](O)=[O:34])=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[N:12]1([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:18])[N:2]([NH:1][C:33](=[O:34])[CH2:32][C:29]3[CH:30]=[CH:31][C:26]([O:19][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[CH:27][CH:28]=3)[N:11]=2)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 2390774-Phenoxyphenylacetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 70975975N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]-2-(4-phenoxyphenyl)acetamide

Procedure

The product of Example 1B and 2-(4-phenoxyphenyl)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/D2O) δ 8.31 (dd, J=7.9, 0.7, 1H), 8.03 (d, J=7.7, 1H), 8.02-7.96 (m, 1H), 7.95-7.87 (m, 1H), 7.46-7.36 (m, 4H), 7.20-7.12 (m, 1H), 7.05-6.97 (m, 4H), 3.88-3.78 (m, 4H), 3.67 (s, 2H), 3.13-3.05 (m, 4H); MS (ESI−) M/Z 455 (M−H)−.

Sources & evidence

ORD record
ord-67a4fd4de0b444a8acf4b1e4346c0b3f
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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