2-(1,2-Benzoxazol-3-yl)acetic acid → 2-(1,2-benzoxazol-3-yl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 535555Notes

Reaction equation

HRID 535555 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]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[C:21]([CH2:28][C:29](O)=[O:30])=[N:20]1>>[O:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[C:21]([CH2:28][C:29]([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:30])=[N:20]1

Participants

3

Reactant 2

HCID 3017292-(1,2-Benzoxazol-3-yl)acetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 709761622-(1,2-benzoxazol-3-yl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 1B and 2-(1,2-benzoxazol-3-yl)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 8.32 (d, J=7.9, 1H), 8.07-7.97 (m, 3H), 7.95-7.89 (m, 1H), 7.76 (d, J=8.4, 1H), 7.69 (ddd, J=8.3, 7.0, 1.1, 1H), 7.48-7.41 (m, 1H), 4.19 (s, 2H), 3.86-3.80 (m, 4H), 3.16-3.07 (m, 4H); MS (ESI+) M/Z 406 (M+H)+.

Sources & evidence

ORD record
ord-fa5266894e504c4e98392432ce761991
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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