beta-Phenylisovaleric acid → 3-methyl-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]-3-phenylbutanamide

HRID 535500

Reaction equation

HRID 535500 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][C:20]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([CH3:25])[CH2:21][C:22](O)=[O:23]>>[CH3:25][C:20]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([CH3:19])[CH2:21][C:22]([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:23]

Participants

3

Reactant 2

HCID 13890beta-Phenylisovaleric acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 709758503-methyl-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]-3-phenylbutanamide

Procedure

The product from Example 1B and 3-methyl-3-phenylbutanoic acid were processed using a method similar to that described in Example 10C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.16 (s, 1H), 8.30 (dd, J=7.8, 1.3 Hz, 1H), 8.01 (ddd, J=8.0, 1.4, 0.7 Hz, 1H), 7.97 (ddd, J=8.1, 6.9, 1.3 Hz, 1H), 7.89 (ddd, J=7.9, 7.0, 1.5 Hz, 1H), 7.43-7.45 (m, 2H), 7.29-7.34 (m, 2H), 7.15-7.22 (m, 1H), 3.78-3.84 (m, 4H), 3.05-3.08 (m, 4H), 2.57 (s, 2H), 1.46 (s, 6H); MS (APCI) M/Z 407 (M+H)+.

Sources & evidence

ORD record
ord-d1b9e909268c444cbd9615460bed5f53
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Linked notes

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