4-N,N-dimethylaminophenylacetic acid → HCID 53239108, compound

HRID 469602Notes

Reaction equation

HRID 469602 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].[CH3:20][N:21]([CH3:32])[C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](O)=[O:30])=[CH:24][CH:23]=1>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:19])[N:2]([NH:1][C:29](=[O:30])[CH2:28][C:25]3[CH:26]=[CH:27][C:22]([N:21]([CH3:32])[CH3:20])=[CH:23][CH:24]=3)[N:11]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 1522034-N,N-dimethylaminophenylacetic acidHCID 671613672-amino-4-(4-chlorophenyl)phthalazin-1(2H)-one

Product 1

HCID 53239108HCID 53239108, compound

Procedure

The product of Example 86A 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 8.40-8.42 (m, 1H), 7.93-8.04 (m, 2H), 7.71-7.74 (m, 1H), 7.58-7.69 (m, 4H), 7.41-7.43 (m, 2H), 7.23-7.25 (m, 2H), 3.68-3.69 (bs, 2H), 3.06 (s, 6H); MS (APCI+) M/Z 433 (M+H)+.

Sources & evidence

ORD record
ord-edc84c6910534061a3b68d06ea6f3fb1
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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