4-N,N-dimethylaminophenylacetic acid → HCID 53238207, compound

HRID 469563Notes

Reaction equation

HRID 469563 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:16].[CH3:17][N:18]([CH3:29])[C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26](O)=[O:27])=[CH:21][CH:20]=1>>[CH3:29][N:18]([CH3:17])[C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26]([NH:1][N:2]2[N:11]=[C:10]([C:12]([F:15])([F:13])[F:14])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:16])=[O:27])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 1522034-N,N-dimethylaminophenylacetic acidHCID 671611112-amino-4-(trifluoromethyl)phthalazin-1(2H)-one

Product 1

HCID 53238207HCID 53238207, compound

Procedure

The product from Example 11B and 2-[4-(dimethylamino)phenyl]acetic acid were treated using a method similar to that described in Example 57 to give the title compound. 1H NMR (500 MHz, DMSO-d6/Deuterium Oxide) δ ppm 8.43 (dd, J=7.9, 1.3 Hz, 1H), 8.13-8.17 (m, 1H), 8.04-8.08 (m, 2H), 7.38-7.40 (m, 2H), 7.19-7.21 (m, 2H), 3.70 (s, 2H), 3.05 (s, 6H); MS (ESI−) M/Z 389 (M−H)−.

Sources & evidence

ORD record
ord-bf6575eea2f04435ad67a4c8f41d1368
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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