4-N,N-dimethylaminophenylacetic acid → HCID 70975956, compound

HRID 535580Notes

Reaction equation

HRID 535580 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][N:20]([CH3:31])[C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28](O)=[O:29])=[CH:23][CH:22]=1>>[CH3:31][N:20]([CH3:19])[C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([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:29])=[CH:23][CH:22]=1

Participants

3

Procedure

The product of Example 1B and 2-[4-(dimethylamino)phenyl]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 8.30 (dd, J=7.9, 1.0, 1H), 8.04 (d, J=7.5, 1H), 8.02-7.96 (m, 1H), 7.94-7.88 (m, 1H), 7.47 (d, J=8.7, 2H), 7.37 (d, J=8.6, 2H), 3.85-3.80 (m, 4H), 3.69 (s, 2H), 3.11 (s, 6H), 3.11-3.06 (m, 4H); MS (ESI−) M/Z 406 (M−H)−.

Sources & evidence

ORD record
ord-1f0a14f102c4469fbc3d641ab4061fdf
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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